4-Chlorophenylboronic acid → HCID 11952017, compound

HRID 1766476Notes

Reaction equation

HRID 1766476 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[CH:12]1([CH2:17][OH:18])[CH2:16][CH2:15][CH2:14][CH2:13]1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1.Cl.[NH2:30][C@@H:31]1[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]1[OH:37]>>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:2]2[C:7]([O:18][CH2:17][CH:12]3[CH2:16][CH2:15][CH2:14][CH2:13]3)=[N:6][CH:5]=[C:4]([CH:3]=2)[C:9]([NH:30][C@@H:31]2[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]2[OH:37])=[O:11])=[CH:22][CH:21]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 77195CyclopentanemethanolHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 12228412Cyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)-

Product 1

HCID 11952017HCID 11952017, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, cyclopentanemethanol, (4-chloro-phenyl)-boronic acid and (1R,2R)-2-amino-cyclohexanol hydrochloride as starting materials to yield 5-(4-chloro-phenyl)-6-cyclopentylmethoxy-N-((1R,2R)-2-hydroxy-cyclohexyl)-nicotinamide. MS (ISP) 429.5 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-fed7c46a35ee484dbbf620c81c91aa57
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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