N-Methylpropylamine → HCID 11950230, compound

HRID 1766523Notes

Reaction equation

HRID 1766523 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[CH3:13][NH:14][CH2:15][CH2:16][CH3:17].[Cl:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1.Cl.[NH2:29][C@@H:30]1[CH2:35][CH2:34][CH2:33][CH2:32][C@H:31]1[OH:36]>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:8]2[C:7]([N:14]([CH3:13])[CH2:15][CH2:16][CH3:17])=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:29][C@@H:30]2[CH2:35][CH2:34][CH2:33][CH2:32][C@H:31]2[OH:36])=[O:12])=[CH:21][CH:20]=1

Participants

5

Reactant 4

HCID 12315N-MethylpropylamineHCID 742994-Chlorophenylboronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinateHCID 12228412Cyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)-

Product 1

HCID 11950230HCID 11950230, compound

Procedure

The title compound was synthesized in analogy to Example 74, using 5-bromo-6-chloro-nicotinic acid methyl ester, N-methyl-N-propylamine, (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-(methyl-propyl-amino)-nicotinamide. MS (ISP) 402.3 (M+H)+.

Workup

  1. customThe title compound was synthesized in analogy to Example 74

Sources & evidence

ORD record
ord-354178fc76394194bf0ee5b49a42d257
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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