4-Chlorophenylboronic acid → HCID 11949890, compound

HRID 1766514Notes

Reaction equation

HRID 1766514 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.Cl.[CH:14]1([CH2:17][NH:18][CH3:19])[CH2:16][CH2:15]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]>>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([C:8]2[C:7]([N:18]([CH2:17][CH:14]3[CH2:16][CH2:15]3)[CH3:19])=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:31][CH2:32][CH:33]2[CH2:38][CH2:37][CH2:36][CH2:35][CH:34]2[OH:39])=[O:12])=[CH:23][CH:22]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinateHCID 12919210(Cyclopropylmethyl)(methyl)amine hydrochlorideHCID 53393211HCID 53393211, compound

Product 1

HCID 11949890HCID 11949890, compound

Procedure

The title compound was synthesized in analogy to Example 74, using 5-bromo-6-chloro-nicotinic acid methyl ester, cyclopropylmethyl methylamine hydrochloride, (4-chloro-phenyl)-boronic acid and cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield 5-(4-chloro-phenyl)-6-(cyclopropylmethyl-methyl-amino)-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-nicotinamide. MS (ISP) 428.1 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-a31bd27afa414ff49574e1ba16a1ba9b
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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