4-Chlorophenylboronic acid → HCID 11952378, compound

HRID 1766489Notes

Reaction equation

HRID 1766489 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[Cl:12][C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1.Cl.[NH2:23][C@@H:24]1[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]1[OH:30]>CC(C)CO>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:2]2[C:7]([O:11][CH2:9][CH:4]([CH3:5])[CH3:3])=[N:6][CH:5]=[C:4]([CH:3]=2)[C:9]([NH:23][C@@H:24]2[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]2[OH:30])=[O:11])=[CH:15][CH:14]=1

Participants

5

Reactant 3

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

Product 1

HCID 11952378HCID 11952378, compound

Reagents, catalysts & solvents 1

HCID 6560IsobutanolSolvent

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 2-methyl-propanol, (4-chloro-phenyl)-boronic acid and (1R,2R)-2-amino-cyclohexanol hydrochloride as starting materials to yield 5-(4-chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-isobutoxy-nicotinamide. MS (ISP) 403.4 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-1f8099461d9849d4bbf18f60c7fbc87d
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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