2-Methoxyethanol → HCID 11951838, compound

HRID 1766474Notes

Reaction equation

HRID 1766474 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7]([OH:11])=[N:6][CH:5]=1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1.Cl.[NH2:24][CH2:25][C:26]1([OH:32])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1.[CH3:33][O:34][CH2:35][CH2:36]O>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:8]2[C:7]([O:11][CH2:36][CH2:35][O:34][CH3:33])=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:24][CH2:25][C:26]2([OH:32])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[O:12])=[CH:16][CH:15]=1

Participants

5

Reactant 4

HCID 80192-MethoxyethanolHCID 742994-Chlorophenylboronic acidHCID 2764315Methyl 5-bromo-6-hydroxynicotinateHCID 3084332Cyclohexanol, 1-(aminomethyl)-, hydrochloride (1:1)

Product 1

HCID 11951838HCID 11951838, compound

Procedure

The title compound was synthesized in analogy to Example 102, using 5-bromo-6-hydroxy-nicotinic acid methyl ester, 2-methoxyethanol, (4-chloro-phenyl)-boronic acid and 1-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield 5-(4-chloro-phenyl)-N-(1-hydroxy-cyclohexylmethyl)-6-(2-methoxy-ethoxy)-nicotinamide. MS (ISP) 419.0 (M+H)+.

Workup

  1. customThe title compound was synthesized in analogy to Example 102

Sources & evidence

ORD record
ord-2d935e6c5d14434f9f2c51652fce37c0
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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