1-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)pyridin-2(1H)-one hydrochloride

Base Information

• Chemical Name: 1-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)pyridin-2(1H)-one hydrochloride
• CAS No.: 1372180-07-8
• Molecular Formula: C₁₇H₁₈ClFN₂O₂*ClH
• Molecular Weight: 373.254
• Mol file: 1372180-07-8.mol

Synonyms:1-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)pyridin-2(1H)-one hydrochloride

Chemical Property of 1-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)pyridin-2(1H)-one hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)pyridin-2(1H)-one hydrochloride

There total 10 articles about 1-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)pyridin-2(1H)-one hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxopyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate (1372187-13-7) → 1-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)pyridin-2(1H)-one hydrochloride (1372180-07-8)

Guidance literature:

With hydrogenchloride; In ethanol; at 20 ℃;

DOI:10.1016/j.bmc.2016.06.014

Reference yield:

methyl (2RS,3RS)-2-[(benzylamino)methyl]-3-(3-chloro-4-fluorophenyl)-3-hydroxypropanoate → 1-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)pyridin-2(1H)-one hydrochloride (1372180-07-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: calcium chloride; sodium tetrahydroborate / ethanol; tetrahydrofuran / 4 h / 35 °C / Cooling with ice

1.2: 1 h

2.1: dmap; triethylamine / tetrahydrofuran / 18 h / 35 °C / Cooling with ice

3.1: triethylamine / tetrahydrofuran / 18 h / 0 °C

3.2: 2 h / 35 °C / Cooling with ice

4.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether; tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

4.2: -78 - 35 °C

5.1: carbonochloridic acid 1-chloro-ethyl ester / acetonitrile / 1 h / 10 - 35 °C

5.2: 1 h / Reflux

5.3: 2 h / 10 - 35 °C

6.1: CHIRALPAK AD / hexane; ethanol / Resolution of racemate

7.1: triethylamine / tetrahydrofuran / 3 h / Cooling with ice

8.1: sodium hydride / N,N-dimethyl-formamide; 1,2-dimethoxyethane / 0.08 h / 10 - 35 °C

8.2: 0.17 h / 10 - 35 °C

8.3: 80 °C

9.1: hydrogenchloride / ethanol / 3 h / 10 - 35 °C

With hydrogenchloride; dmap; aluminum (III) chloride; sodium tetrahydroborate; lithium aluminium tetrahydride; carbonochloridic acid 1-chloro-ethyl ester; sodium hydride; triethylamine; calcium chloride; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; ethanol; hexane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

3-Chloro-4-fluorobenzaldehyde (34328-61-5) → 1-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)pyridin-2(1H)-one hydrochloride (1372180-07-8)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 1,4-diaza-bicyclo[2.2.2]octane / acetonitrile / 120 h / 10 - 35 °C

2.1: triethylamine / methanol / 16 h / 10 - 35 °C

3.1: calcium chloride; sodium tetrahydroborate / ethanol; tetrahydrofuran / 4 h / 35 °C / Cooling with ice

3.2: 1 h

4.1: dmap; triethylamine / tetrahydrofuran / 18 h / 35 °C / Cooling with ice

5.1: triethylamine / tetrahydrofuran / 18 h / 0 °C

5.2: 2 h / 35 °C / Cooling with ice

6.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether; tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

6.2: -78 - 35 °C

7.1: carbonochloridic acid 1-chloro-ethyl ester / acetonitrile / 1 h / 10 - 35 °C

7.2: 1 h / Reflux

7.3: 2 h / 10 - 35 °C

8.1: CHIRALPAK AD / hexane; ethanol / Resolution of racemate

9.1: triethylamine / tetrahydrofuran / 3 h / Cooling with ice

10.1: sodium hydride / N,N-dimethyl-formamide; 1,2-dimethoxyethane / 0.08 h / 10 - 35 °C

10.2: 0.17 h / 10 - 35 °C

10.3: 80 °C

11.1: hydrogenchloride / ethanol / 3 h / 10 - 35 °C

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; dmap; aluminum (III) chloride; sodium tetrahydroborate; lithium aluminium tetrahydride; carbonochloridic acid 1-chloro-ethyl ester; sodium hydride; triethylamine; calcium chloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; hexane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

2-hydroxypyridin

(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((methylsulfonyloxy)methyl)-1,4-oxazepane-4-carboxylate

3-Chloro-4-fluorobenzaldehyde

methyl 2-[(3-chloro-4-fluorophenyl)(hydroxy)methyl]prop-2-enoate