2,2,2-Trifluoroethanol → HCID 11949727, compound

HRID 1929861Notes

Reaction equation

HRID 1929861 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:31])([F:30])[C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1.[NH2:32][C@@H:33]1[CH2:38][CH2:37][CH2:36][CH2:35][C@H:34]1[OH:39]>>[OH:39][C@@H:34]1[CH2:35][CH2:36][CH2:37][CH2:38][C@H:33]1[NH:32][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([C:24]2[CH:25]=[CH:26][C:21]([C:20]([F:31])([F:30])[F:19])=[CH:22][CH:23]=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 27343894-(Trifluoromethyl)phenylboronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 11949727HCID 11949727, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 5, using 5-bromo-6-chloro-nicotinic acid methylester, 2,2,2-trifluoro-ethanol (commercially available), 4-trifluoromethylphenyl-boronic acid (commercially available) and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (ISP): 463.1 (M+H+).

Workup

  1. customdescribed for the preparation of Example 5

Sources & evidence

ORD record
ord-13f095dad403478893ff85d4971b06a4
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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