2,2,2-Trifluoroethanol → HCID 11949729, compound

HRID 1766503Notes

Reaction equation

HRID 1766503 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[F:13][C:14]([F:18])([F:17])[CH2:15][OH:16].[F:19][C:20]([F:32])([F:31])[O:21][C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1.[NH2:33][C@@H:34]1[CH2:39][CH2:38][CH2:37][CH2:36][C@H:35]1[OH:40]>>[OH:40][C@@H:35]1[CH2:36][CH2:37][CH2:38][CH2:39][C@H:34]1[NH:33][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([C:25]2[CH:26]=[CH:27][C:22]([O:21][C:20]([F:32])([F:31])[F:19])=[CH:23][CH:24]=2)[C:7]([O:16][CH2:15][C:14]([F:18])([F:17])[F:13])=[N:6][CH:5]=1

Participants

5

Reactant 4

HCID 64092,2,2-TrifluoroethanolHCID 735777(1R,2R)-2-AminocyclohexanolHCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 11949729HCID 11949729, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 11, using 5-bromo-6-chloro-nicotinic acid methylester, 2,2,2-trifluoro-ethanol (commercially available), 4-trifluoromethoxyphenyl-boronic acid (commercially available) and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (m/e): 479 (MH+).

Workup

  1. customdescribed for the preparation of Example 11

Sources & evidence

ORD record
ord-ba3a92aa04c241d78643b16d56a4419d
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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