Benzyl Alcohol → HCID 11952022, compound

HRID 1766480Notes

Reaction equation

HRID 1766480 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[CH2:12]([OH:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1.Cl.[NH2:31][CH2:32][C@H:33]1[CH2:38][CH2:37][CH2:36][CH2:35][C@H:34]1[OH:39]>>[CH2:12]([O:19][C:7]1[C:2]([C:24]2[CH:25]=[CH:26][C:21]([Cl:20])=[CH:22][CH:23]=2)=[CH:3][C:4]([C:9]([NH:31][CH2:32][CH:33]2[CH2:38][CH2:37][CH2:36][CH2:35][CH:34]2[OH:39])=[O:11])=[CH:5][N:6]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 4

HCID 244Benzyl AlcoholHCID 742994-Chlorophenylboronic acidHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 53393211HCID 53393211, compound

Product 1

HCID 11952022HCID 11952022, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, benzylalcohol, (4-chloro-phenyl)-boronic acid and cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield racemic 6-benzyloxy-5-(4-chloro-phenyl)-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-nicotinamide. MS (ISP) 451.3 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-5c74cdf0d9104647a38d88142cca8385
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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