Cyclopropanemethanol → HCID 11950410, compound

HRID 1766536Notes

Reaction equation

HRID 1766536 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:29])([F:28])[C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1.Cl.[NH2:31][CH2:32][C@H:33]1[CH2:38][CH2:37][CH2:36][CH2:35][C@H:34]1[OH:39]>>[CH:14]1([CH2:13][O:12][C:7]2[C:2]([C:22]3[CH:23]=[CH:24][C:19]([C:18]([F:29])([F:28])[F:17])=[CH:20][CH:21]=3)=[CH:3][C:4]([C:9]([NH:31][CH2:32][CH:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH:34]3[OH:39])=[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 27343894-(Trifluoromethyl)phenylboronic acidHCID 53393211HCID 53393211, compound

Product 1

HCID 11950410HCID 11950410, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, hydroxymethyl-cyclopropan, 4-(trifluoromethyl)-phenylboronic acid and cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield racemic 6-cyclopropylmethoxy-N-((1RS,2RS)-2-hydroxy-cyclohexyl-methyl)-5-(4-trifluoromethyl-phenyl)-nicotinamide. MS (ISP) 449.1 (M+H)+.

Sources & evidence

ORD record
ord-8332a11899744a44b93080c8ad0653cd
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

Loading…