Cyclopropanemethanol → HCID 11950065, compound

HRID 1766520Notes

Reaction equation

HRID 1766520 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.Cl.[NH2:32][CH2:33][C@H:34]1[CH2:39][CH2:38][CH2:37][CH2:36][C@H:35]1[OH:40]>>[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:32][CH2:33][CH:34]3[CH2:39][CH2:38][CH2:37][CH2:36][CH:35]3[OH:40])=[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 53393211HCID 53393211, compound

Product 1

HCID 11950065HCID 11950065, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, hydroxymethyl-cyclopropan, 4-(trifluoromethoxy)phenylboronic acid and cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield racemic 6-cyclopropylmethoxy-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-5-(4-trifluoromethoxy-phenyl)-nicotinamide. MS (ISP) 465.3 (M+H)+.

Workup

  1. customThe title compound was synthesized in analogy to Example 75

Sources & evidence

ORD record
ord-b67c24e1b9444730a61062d90da182d0
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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