4-Chlorophenylboronic acid → HCID 68812519, compound

HRID 1766561Notes

Reaction equation

HRID 1766561 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][C:16]1[S:17][CH:18]=[C:19]([CH3:21])[N:20]=1.[Cl:22][C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25][CH:24]=1.Cl.[NH2:33][C@@H:34]1[CH2:39][CH2:38][CH2:37][CH2:36][C@H:35]1[OH:40]>>[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([C:8]2[C:7]([N:14]([CH3:13])[CH2:15][C:16]3[S:17][CH:18]=[C:19]([CH3:21])[N:20]=3)=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:33][C@@H:34]2[CH2:39][CH2:38][CH2:37][CH2:36][C@H:35]2[OH:40])=[O:12])=[CH:25][CH:24]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinateHCID 3928654Methyl-(4-methyl-thiazol-2-ylmethyl)-amine dihydrochlorideHCID 12228412Cyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)-

Product 1

HCID 68812519HCID 68812519, compound

Procedure

The title compound was synthesized in analogy to Example 74, using 5-bromo-6-chloro-nicotinic acid methyl ester, methyl-(4-methyl-thiazol-2-ylmethyl)-amine (CAS [644950-37-8]), (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-(4-methyl-thiazol-2-ylmethyl)-amino]-nicotinamide. MS (ISP) 471.2 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-336a865b4499491f9e4fcb215ebec4d0
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

Loading…