Cyclopropanemethanol → HCID 21109687, compound

HRID 1929905Notes

Reaction equation

HRID 1929905 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[OH:12][CH2:13][CH:14]1[CH2:16][CH2:15]1.[F:17][C:18]([F:30])([F:29])[O:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1.[NH2:31][CH2:32][C:33]([CH3:39])([OH:38])[C:34]([F:37])([F:36])[F:35]>>[CH:14]1([CH2:13][O:12][C:7]2[C:2]([C:23]3[CH:24]=[CH:25][C:20]([O:19][C:18]([F:30])([F:29])[F:17])=[CH:21][CH:22]=3)=[CH:3][C:4]([C:9]([NH:31][CH2:32][C:33]([OH:38])([CH3:39])[C:34]([F:37])([F:36])[F:35])=[O:11])=[CH:5][N:6]=2)[CH2:16][CH2:15]1

Participants

5

Reactant 4

HCID 75644CyclopropanemethanolHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 136207593-Amino-1,1,1-trifluoro-2-methylpropan-2-ol

Product 1

HCID 21109687HCID 21109687, compound

Procedure

The title compound was synthesized in analogy to Example 31, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, hydroxymethylcyclopropane, 4-trifluoromethoxy-phenylboronic acid and 3-amino-1,1,1-trifluoro-2-methyl-propan-2-ol (CAN [354-68-7]) as starting materials to yield (RS)-6-cyclopropylmethoxy-N-(3,3,3-trifluoro-2-hydroxy-2-methyl-propyl)-5-(4-trifluoromethoxy-phenyl)-nicotinamide as light brown solid, MS (ISP) 479.0 (M+H)+.

Workup

  1. customThe title compound was synthesized in analogy to Example 31

Sources & evidence

ORD record
ord-c9808f592fef4eb099f490a02d404e17
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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