2,2,2-Trifluoroethanol → HCID 67504968, compound

HRID 1929901Notes

Reaction equation

HRID 1929901 reaction equation
C(O[C:4]([C:6]1[C:7]([CH3:14])=[N:8][C:9](Cl)=[C:10](Br)[CH:11]=1)=[O:5])C.[F:15][C:16]([F:20])([F:19])[CH2:17][OH:18].[NH2:21][C@@H:22]1[CH2:27][CH2:26][CH2:25][CH2:24][C@H:23]1[OH:28].[Cl:29][C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][CH:31]=1>>[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([C:10]2[C:9]([O:18][CH2:17][C:16]([F:20])([F:19])[F:15])=[N:8][C:7]([CH3:14])=[C:6]([CH:11]=2)[C:4]([NH:21][C@@H:22]2[CH2:27][CH2:26][CH2:25][CH2:24][C@H:23]2[OH:28])=[O:5])=[CH:32][CH:31]=1

Participants

5

Reactant 4

HCID 64092,2,2-TrifluoroethanolHCID 742994-Chlorophenylboronic acidHCID 735777(1R,2R)-2-AminocyclohexanolHCID 86619573Ethyl 5-bromo-6-chloro-2-methyl-3-pyridinecarboxylate

Product 1

HCID 67504968HCID 67504968, compound

Procedure

The title compound was synthesized in analogy to Example 114, using 5-bromo-6-chloro-2-methyl-3-pyridinecarboxylic acid ethyl ester, 2,2,2-trifluoroethanol, ((1R,2R)-2-amino-1-cyclohexanol and (4-chloro-phenyl)-boronic acid as starting materials to yield the product as off-white solid, MS (ISP) 443.4 (M+H)+.

Sources & evidence

ORD record
ord-c32e58047ba54073b20ba14b6b9104b9
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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