Category: 558-42-9

Synthetic Route of 558-42-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. A new synthetic method of this compound is introduced below.

A mixture of 6-[3-chloro-4-hydroxy-2-(methoxymethyloxy)phenyl]-5-methyl-4,5-dihydro-2H-pyridazin-3-one (Reference example 99, 130 mg), 1-chloro-2-methyl-2-propanol (0.268 mL), and potassium carbonate (241 mg) in ethanol (2.0 mL)/water (0.2 mL) was stirred at 80¡ãC for 7 hours. The reaction mixture was poured into aqueous sodium hydroxide, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate, and filtrated. The solvent was removed to afford the title compound as a colorless oil (130 mg).1H-NMR (CDCl3) delta: 1.07 (3H, d, J = 7.3 Hz), 1.39 (6H, s), 2.42 (1H, dd, J = 17.0, 4.8 Hz), 2.80 (1H, dd, J = 17.0, 7.0 Hz), 3.30-3.41 (1H, m), 3.53 (3H, s), 3.87 (2H, s), 5.01-5.06 (1H, m), 5.14-5.20 (1H, m), 6.76 (1H, d, J = 8.5 Hz), 7.22 (1H, d, J = 8.5 Hz), 8.44 (1H, brs).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,558-42-9, its application will become more common.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; KATOH, Takahiro; IIDA, Masatoshi; TERAUCHI, Yuki; YAMAGUCHI, Kazuya; HIROSE, Toshiyuki; YOKOYAMA, Fumiharu; NISHIMORI, Hikaru; OBUCHI, Yutaka; NABESHIMA, Hiroshi; TAKAKI, Emiri; (250 pag.)WO2017/150654; (2017); A1;,
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Related Products of 558-42-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 192: Synthesis of 6-(( R )-4-(2-hydroxy-2-methylpropyl)-2-methylpiperazin-1-yl)- N -(( E )-5-hydroxyadamantan-2-yl)picolinamide [447] [448] N-((E)-5-hydroxyadamantan-2-yl)-6-((R)-2-methylpiperazin-1-yl)picolinamide(60 mg, 0.162 mmol), potassium carbonate (45 mg, 0.324 mmol), and potassium iodide (27 mg, 0.162 mmol) were suspended in acetonitrile (2 ml), followed by addition of 1-chloro-2-methylpropan-2-ol (0.10 ml, 0.972 mmol), and then the resulting liquid was stirred at 100oC under nitrogen stream for 72 hours. The resulting reaction liquid was concentrated under reduced pressure, and then the residue thus obtained was subjected to MPLC (3percent MeOH/MC), to obtain 10 mg of white solid (14percent). MS (ESI): 443[M+H]+

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 558-42-9, 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; SK Chemicals Co.,Ltd.; RYU, Je Ho; KIM, Shin Ae; RYU, Keun Ho; KIM, Jae Sun; KIM, Nam Ho; HAN, Hye Young; KIM, Yong Hyuk; YOUN, Won-No; LEE, Yoon-Jung; SON, Hyun Joo; LEE, Bong-yong; PARK, Sung Hoon; LEE, Ju Young; LEE, Hyun Jung; JUNG, Hoe Chul; SHIN, Young Ah; LEE, Jung A; LEE, Bo Ram; SA, Joon Ho; WO2011/139107; (2011); A2;,
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Related Products of 558-42-9, Adding some certain compound to certain chemical reactions, such as: 558-42-9, name is 1-Chloro-2-methyl-2-propanol,molecular formula is C4H9ClO, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 558-42-9.

A mixture of 2-propyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (0.025 g, 0.099mmol) (see, for example, US2008139631A1), Cs2CO3 (0.129 g, 0.396 mmol), potassiumiodide (0.0 165 g, 0.099 mmol) and commercially available 1-chloro-2-methylpropan-2-ol (0.041 mL, 0.396 mmol) in DMF (2 mL) was heated at 80¡ãC for 90 mm and then at 120¡ãC for 1 h. Additional 1-chloro-2-methylpropan-2-ol (0.041 mL, 0.396 mmol), Cs2CO3 (0.129 g, 0.396 mmol) and potassium iodide (0.0165 g, 0.099 mmol) were added, and heating continued at 120¡ãC for another 6 h. Upon cooling, the mixture was partitioned between EtOAc (25 mL) and water (20 mL). The organic phase was washed with water and brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by preparative HPLC (Phenomenex Luna column; gradient: 10-90percent MeCN-water with 0.1percent TEA). The fractions with product were concentrated down to the aqueous phase, whichis then partitioned between EtOAc (25 mL) and saturated aqueous NaHCO3 solution (20 mL). The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated. This chromatography did not separate product from unreacted starting indole, so the material was chromatographed over silica gel using a 50percent-100percent CH2Cl2- hexanes gradient to give 1-(2-(methylthio)ethyl)-2-propyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (0:014 g, 42percent yield) as a white solid: MS (ESI): m/z 325 (M+H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 558-42-9, 1-Chloro-2-methyl-2-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; TURNBULL, Philip, Stewart; CADILLA, Rodolfo; WO2014/13309; (2014); A1;,
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Related Products of 558-42-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 6-(tert-butylsulfonyl)-4-chloroquinolin-7-ol (250 mg, 0.834 mmol) in DMF (2756 mu) was added K2C03 (576 mg, 4.17 mmol) followed by l-chloro-2- methylpropan-2-ol (209 mu, 2.502 mmol). After 10 min, LCMS showed no product. Heated reaction to 60 ¡ãC. No reaction after 3 hr at this temperature. Added sodium iodide (375 mg, 2.50 mmol) and 2,2-dimethyloxirane (371 mu, 4.17 mmol) and stirred for 2 days at to 60 ¡ãC. The crude sample was purified via Biotage normal phase chromatography (25g SNAP column, 0percent – 80percent, 80percent. hex / EtOAc). The pure product containing-fractions were combined and concentrated leading to the product as an off-white solid: -{{6-{tert- butylsulfonyl)-4-chloroquinolin-7-yl)oxy)-2-methylpropan-2-ol (46 mg, 0.124 mmol, 14.83 percent yield). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.29 (s, 6 H) 1.33 (s, 9 H) 4.03 (s, 2 H) 4.56 (s, 1 H) 7.72 (s, 1 H) 7.76 (d, J=4.80 Hz, 1 H) 8.64 (s, 1 H) 8.94 (d, J=4.80 Hz, 1 H). MS (m/z) 372.2 (M+H+).

According to the analysis of related databases, 558-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; CASILLAS, Linda, N.; DEMARTINO, Michael, P.; HAILE, Pamela, A.; MEHLMANN, John, F.; RAMANJULU, Joshi, M.; SINGHAUS, Robert, Jr.; WO2014/43437; (2014); A1;,
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Electric Literature of 558-42-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, molecular weight is 108.5667, as common compound, the synthetic route is as follows.

Example 298 Preparation of Compound Nos. II-84 and II-84a-b (1520) To a solution of 2-(8-methyl-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-1-pyridin-4-yl-ethanol (200 mg, 0.651 mmol) in acetonitrile (4 mL), potassium carbonate (270 mg, 1.95 mmol) and 1-chloro-2-methyl-propan-2-ol (105 mg, 0.977 mmol) were added and the reaction mixture was stirred at 100¡ã C. for 12 h. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (3¡Á20 mL). The combined organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (Neutral alumina, 1percent MeOH-DCM), to yield 1-[5-(2-hydroxy-2-pyridin-4-yl-ethyl)-8-methyl-1,3,4,5-tetrahydro-pyrido[4,3-b]indol-2-yl]-2-methyl-propan-2-ol. 1H NMR (CDCl3, freebase) delta (ppm): 8.6 (d, 2H), 7.27 (m, 2H), 7.2 (m, 2H), 7.0 (d, 1H), 5.08 (t, 1H), 4.19 (m, 2H), 3.9 (bs, 2H), 3.0-3.1 (m, 2H), 2.9 (m, 1H), 2.6 (s, 2H), 2.56 (m, 1H), 2.21 (s, 3H), 1.21 (s, 6H). Separation by chiral HPLC provides enantiomers II-84a-b.

The chemical industry reduces the impact on the environment during synthesis 558-42-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Medivation Technologies, Inc.; PROTTER, Andrew Asher; CHAKRAVARTY, Sarvajit; JAIN, Rajendra Parasmal; GREEN, Michael John; US2015/266884; (2015); A1;,
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Electric Literature of 558-42-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows.

A 250 mL round bottom flask was charged with 1-chloro-2-methylpropan-2-ol (2.0 g, 18 mmol). DCM (60 mL) was added, followed by Et3SiCl (3.4 mL, 20 mmol) and then NMM (3 mL, 27 mmol) and the reaction was stirred at rt for 36 hrs. Water (50 mL) and DCM (50 mL) were added and the aqueous layer extracted with DCM (two¡Á30 mL). The combined organic extracts were washed with water and dried over MgSO4. After filtering, the solvents were removed in vacuo, keeping the bath temperature at 22¡ã C. The intermediate was placed under a 10 mm Hg vacuum for 15 min to provide (ca. 18 mmol, 100percent yield) of ((1-chloro-2-methylpropan-2-yl)oxy)triethylsilane as a pale yellow oil. This material was used as is in the next step.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 558-42-9, 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; PFIZER INC.; Cheng, Hengmiao; Johnson, JR., Theodore Otto; Kath, John Charles; Liu, Kevin Kun-Chin; Lunney, Elizabeth Ann; Nagata, Asako; Nair, Sajiv Krishnan; Planken, Simon Paul; Sutton, Scott Channing; US2013/79324; (2013); A1;,
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Electric Literature of 558-42-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, molecular weight is 108.5667, as common compound, the synthetic route is as follows.

To a solution of 2-(3-isopropyl-2-(8-methyl-[l,2,4]?riazolojT,5-a]pyridin-6-yi) lH-indol-5-yl)morpholine, HCI (0.026 g, 0.063 mmol) and l-chloro-2-methylpropan-2-ol (10.28 mg, 0.095 mmol) in DMF (1.00 mL) was added K2CO3 (0.044 g, 0.316 mmol) at room temperature, then stirred at 90 C for 16 h. Crude LCMS showed formation of product, filtered the reaction mass, concentrated the filtrate to afford crude compound, the crude material was purified by preparative LCMS purification using method D2, the fractions containing the product was combined and dried using Genevac centrifugal evaporator to afford l-(2-(3-isopropyl-2-(8-methyl-[l,2,4]triazolo[l,5-a]pyridin-6-yl)-lH- indol-5-yl)morphoIino)-2-methylpropan-2-ol (0.0076 g, 0.017 mmol, 27 % yield) as a pale solid. LCMS retention time 1.923 min [E] MS tn/z: 448.2 [M+H]+; *H NMR (400 MHz, CDJOD) d ppm 8.72 (s, 1 H), 8 47 (s, 1 H), 7.79 (s, 1 1 1 ). 7 67 (s, 1 H), 7.38 (d, J = 8.4 Hz, 1 H), 7.18 (d, J = 8.4 Hz, 1 H), 4.04-3.90 (m, 2 H), 3.80 (s, 1 H), 3.38-3.35 (m, 1 H), 3.13-3.07 (m, 1 H), 3.00-2.94 (m, 1 H), 2.71 (s, 3 H), 2.60-2.51 (m, 1 H), 2.49-2.38 (m, 3 H), 1.52 (dd, J = 7.2, 1.2 Hz, 6 H), 1.26 (s, 3 1 1). 1.25 (s, 3 H).

The chemical industry reduces the impact on the environment during synthesis 558-42-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DYCKMAN, Alaric J.; DODD, Dharmpal S.; MUSSARI, Christopher P.; GILMORE, John L.; HAQUE, Tasir Shamsul; SHERWOOD, Trevor C.; WHITELEY, Brian K.; POSY, Shoshana L.; KUMAR, Sreekantha Ratna; PASUNOORI, Laxman; DURAISAMY, Srinivasan Kunchithapatham; HEGDE, Subramanya; ANUMULA, Rushith Kumar; SRINIVAS, Pitani Veera Venkata; (279 pag.)WO2019/126113; (2019); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. 558-42-9

6-Methoxy-l’- (2-phenoxyethyl)-2, 3,4, 9-tetrahydrospiro[beta-carboline-1, 3′-pyrrolidine] (EXAMPLE 10,66 mg, 0.2 mmol, K2CO3 (48 mg, 0.3 mmol), 1-chloro-2-methylpropan-2- ol (28 mg, 0.3 mmol) and acetonitrile (2 mL) were stirred at75 C for 16h. MoreK2CO3 (48 mg, 0.3 mmol), 1-chloro-2-methylpropan-2-ol (28 mg, 0.3 mmol) were added to the reaction and1-chloro-2-methylpropan-2-ol (28 mg, 0.3 mmol) was added again after 24h and 48h. After another 72h, the mixture was filtered and the solvent was removed. The product was purified by preparative HPLC using acetonitrile-water gradients containing 0.1percent trifluoroacetic acid. Yield: 6.96 mg (8percent).HPLC 98percent, RT : 2.099 (10-97percent MeCN over 3 min). ‘H NMR (270 MHz, Methanol-d3)8 ppm 1.26 (s, 3 H) 1.35 (s, 3 H) 2.46-2. 53 (m,1 H) 2.84-3. 04 (m,1 H) 3.04-3. 14 (m, 2 H) 3. 47-3. 66 (m,6 H) 3.81 (s,3 H) 3.84 (dd,J=6. 68,3. 22 Hz, 2 H) 4.18-4. 29 (m,1 H) 4.32-4. 35 (m, 2 H) 6.81(dd,J=8. 91,2. 47 Hz, 1 H) 6.95-7. 02 (m, 4 H) 7.23-7. 33 (m,3 H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 558-42-9, 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; BIOVITRUM AB; WO2005/48916; (2005); A2;,
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558-42-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[0157] 7-Iodo-2H-pyrazolo[4,3-b]pyridine (300 mg, 1.224 mmol), l-chloro-2-methylpropan- 2-ol (133 mg, 1.224 mmol) and CS2CO3 (399 mg, 1.224 mmol) were combined in DMF (5 mL). The mixture was heated at 120 ¡ãC for 30 minutes using a microwave. The reaction mixture was then purified by preparative HPLC using a Sunfire Prep 5muiotaeta CI 8, 75 X 30 mm column eluting with a gradient of 05 – 25percent acetonitrile (containing 0.035percent TFA) in water (containing 0.05percent> TFA) using basic buffer to afford l-(7-iodo-2H-pyrazolo[4,3-b]pyridin- 2-yl)-2-methylpropan-2-ol (170 mg, 0.536 mmol, 43.8 percent yield). MS [M+H] found 318.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 558-42-9, 1-Chloro-2-methyl-2-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KWOK, Lily; LARSON, John David; SABAT, Mark; WO2011/146287; (2011); A1;,
Alcohol – Wikipedia,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. A new synthetic method of this compound is introduced below., 558-42-9

INTERMEDIATE 13; (3R.6S)-3-Amino-6-(‘2.3-difluorophenylVl-(2-hydroxy-2-methylpropyl’)azepan-2-one; Step A. Di-fert-butyl r(3R.66f)-6-(;2.3-difluorophenylVl-(;2-hvdroxy-2-methylpropylV2-oxoazepan-3- yl] imidodicarbonate; A solution of (55)-N2,N2-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-D-lysine (0.569 g, 1.24 mmol), l-chloro-2-methyl-2-propanol (0.202 g, 1.86 mmol) and diisopropylethylamine (0.529 g, 4.10 mmol) in EtOH (5 mL) was heated at 75 0C overnight. The reaction was concentrated to dryness, diluted with DCM (20 mL) and EDC (0.358 g, 1.87 mmol), HOAT (0.252 g, 1.87 mmol) were added followed by diisopropylethylamine (0.650 mL, 3.73 mmol). After stirring overnight, NaHCO3 was added, the layers separated and the aqueous phase backwashed with DCM. The combined organics were dried over magnesium sulfate, filtered, concentrated and the residue purified by silica gel chromatography (10percent –> 35percent EtOAc / hexanes) to give the title compound (0.21 g). MS 513.1 (M+l). 1HNMR (500 MHz, CD3OD) delta 7.1 (m, 3H), 5.24 (d, J= 10.7 Hz, IH), 4.02 (m, IH), 3.69 (d, J= 13.9 Hz, IH), 3.60 (d, EPO J= 15.1 Hz, IH), 3.39 (m, IH), 3.24 (d, J= 14.2 Hz, IH), 2.4 (m, IH), 2.1 (m, 3H), 1.5 (s, 18H), 1.20 (s, 3H), 1.16 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,558-42-9, 1-Chloro-2-methyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2006/41830; (2006); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts