Pyridine → HCID 86615821, compound

HRID 1820547Notes

Reaction equation

HRID 1820547 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:11]([N:13]3[CH2:18][CH2:17][C:16]([F:20])([F:19])[CH2:15][CH2:14]3)=[O:12])[NH:8]2)=[CH:4][C:3]=1[C:21]([N:23]1[CH2:28][CH2:27][N:26]([CH:29]([CH3:31])[CH3:30])[CH2:25][CH2:24]1)=[O:22].[Cl:32][C:33]1[CH:38]=[C:37](B(O)O)[CH:36]=[CH:35][N:34]=1.N1C=CC=CC=1>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:11]([N:13]3[CH2:18][CH2:17][C:16]([F:20])([F:19])[CH2:15][CH2:14]3)=[O:12])[N:8]2[C:37]2[CH:36]=[CH:35][N:34]=[C:33]([Cl:32])[CH:38]=2)=[CH:4][C:3]=1[C:21]([N:23]1[CH2:24][CH2:25][N:26]([CH:29]([CH3:31])[CH3:30])[CH2:27][CH2:28]1)=[O:22]

Participants

6

Reactant 3

HCID 1049PyridineHCID 51515952-Chloropyridine-4-boronic acidHCID 68681783HCID 68681783, compound

Product 1

HCID 86615821HCID 86615821, compoundYield 19%

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 6212ChloroformSolvent

Procedure

The title compound was synthesized in analogy to example 66, from [6-chloro-2-(4,4-difluoro-piperidine-1-carbonyl)-1H-indol-5-yl]-(4-isopropyl-piperazin-1-yl)-methanone (example 227), 2-chloropyridine-4-boronic acid, copper(II) acetate, pyridine and using chloroforme instead of dichloromethane as solvent, to give the desired product as a colorless foam (19%).

Sources & evidence

ORD record
ord-a145e8bc782d4753882974c4bc1e3318
Source dataset
uspto-grants-2009_10
Patent number
US07601711B2

Reaction notes

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