Pyridine-3-sulfonyl chloride hydrochloride → HCID 25188121, compound

HRID 2065774Notes

Reaction equation

HRID 2065774 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([CH3:31])=[C:7]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C@@H:17]3[C@@H:22]([C:23]4[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=4[F:30])[CH2:21][CH2:20][NH:19][CH2:18]3)=[O:16])[CH2:11][CH2:10]2)[CH:8]=1.Cl.[N:33]1[CH:38]=[CH:37][CH:36]=[C:35]([S:39](Cl)(=[O:41])=[O:40])[CH:34]=1>C(Cl)(Cl)Cl>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([CH3:31])=[C:7]([N:9]2[CH2:10][CH2:11][N:12]([C:15]([C@@H:17]3[C@@H:22]([C:23]4[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=4[F:30])[CH2:21][CH2:20][N:19]([S:39]([C:35]4[CH:34]=[N:33][CH:38]=[CH:37][CH:36]=4)(=[O:41])=[O:40])[CH2:18]3)=[O:16])[CH2:13][CH2:14]2)[CH:8]=1

Participants

4

Reactant 2

HCID 12571517Pyridine-3-sulfonyl chloride hydrochlorideHCID 68958699HCID 68958699, compound

Product 1

HCID 25188121HCID 25188121, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In analogy to example 63, step 4, from (3S,4R) or (3R,4S)-[4-(5-chloro-2-methyl-phenyl)-piperazin-1-yl]-[4-(2,4-difluoro-phenyl)-piperidin-3-yl]-methanone hydrochloride and pyridine-3-sulfonyl chloride hydrochloride was prepared (3S,4R) or (3R,4S)-[4-(5-chloro-2-methyl-phenyl)-piperazin-1-yl]-[(3S,4R)-4-(2,4-difluoro-phenyl)-1-(pyridine-3-sulfonyl)-piperidin-3-yl]-methanone as a white foam, MS: 575.4 ([M+H, 1Cl])+; [α]D=−66.76 (c=0.454 g/100 mL, CHCl3).

Sources & evidence

ORD record
ord-e0035baf07d64abeb8d3048f470ecd69
Source dataset
uspto-grants-2012_10
Patent number
US08288541B2

Reaction notes

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