1-Aminocyclopentanemethanol → HCID 67505156, compound

HRID 1929887Notes

Reaction equation

HRID 1929887 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][C:14]1(O)[CH2:16][CH2:15]1.[F:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1.[NH2:28][C:29]1([CH2:34][OH:35])[CH2:33][CH2:32][CH2:31][CH2:30]1>>[CH:14]1([CH2:13][O:12][C:7]2[C:2]([C:22]3[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=3)=[CH:3][C:4]([C:9]([NH:28][C:29]3([CH2:34][OH:35])[CH2:33][CH2:32][CH2:31][CH2:30]3)=[O:11])=[CH:5][N:6]=2)[CH2:16][CH2:15]1

Participants

5

Reactant 4

HCID 663071-AminocyclopentanemethanolHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 2856454-Fluorophenylboronic acidHCID 158878901-(Hydroxymethyl)cyclopropan-1-ol

Product 1

HCID 67505156HCID 67505156, compound

Procedure

The title compound was synthesized in analogy to Example 31, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, hydroxymethylcyclopropanol, (4-fluoro-phenyl)-boronic acid and 1-amino-cyclopentanemethanol as starting materials to yield 6-cyclopropylmethoxy-5-(4-fluoro-phenyl)-N-(1-hydroxymethyl-cyclopentyl)-nicotinamide as a colorless foam, MS (ISP) 385.1 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-c97b797731054c9ea66eb5809f105bf0
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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