Pyridine → HCID 86615822, compound

HRID 1820548Notes

Reaction equation

HRID 1820548 reaction equation
[Cl:1][C:2]1[C:10]([C:11]([N:13]2[CH2:18][CH2:17][N:16]([CH:19]([CH3:21])[CH3:20])[CH2:15][CH2:14]2)=[O:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:22]([N:24]1[CH2:29][CH2:28][C:27]([F:31])([F:30])[CH2:26][CH2:25]1)=[O:23])[NH:6]2.[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[C:10]([C:11]([N:13]2[CH2:18][CH2:17][N:16]([CH:19]([CH3:21])[CH3:20])[CH2:15][CH2:14]2)=[O:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:22]([N:24]1[CH2:29][CH2:28][C:27]([F:31])([F:30])[CH2:26][CH2:25]1)=[O:23])[N:6]2[C:37]1[CH:36]=[CH:35][N:34]=[C:33]([Cl:32])[CH:38]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 51515952-Chloropyridine-4-boronic acidHCID 68682972HCID 68682972, compound

Product 1

HCID 86615822HCID 86615822, compoundYield 34%

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 6212ChloroformSolvent

Procedure

The title compound was synthesized in analogy to example 66, from [4-chloro-2-(4,4-difluoro-piperidine-1-carbonyl)-1H-indol-5-yl]-(4-isopropyl-piperazin-1-yl)-methanone (example 228), 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 (34%).

Sources & evidence

ORD record
ord-fc9684325d9c41cfbe34e1952db38c0d
Source dataset
uspto-grants-2009_10
Patent number
US07601711B2

Reaction notes

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