HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → [Rac]-4-{2-[2-(4-chloro-phenyl)-5,6-difluoro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Ethyl 4-Amino-3-fluorobenzoate | HCID 20536493 | — |
| Reactant | [rac]-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-cyclohexyl-acetic acid | HCID 67131115 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | [Rac]-4-{2-[2-(4-chloro-phenyl)-5,6-difluoro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid | HCID 45111058 | — |
Reaction Steps
In analogy to the procedure described in example 6, [rac]-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-cyclohexyl-acetic acid (example 24.7) was converted into the corresponding acid chloride with thionyl chloride which subsequently reacted with 4-amino-3-fluoro-benzoic acid ethyl ester (CAS Reg. No. 73792-12-8) in the presence of DMAP to give the title compound as yellow liquid. MS: m/e=570.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008505B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-3065990075454714bcf562ef55981095 |
| Source note | uspto-grants-2011_08 |