p-Toluenesulfonic acid monohydrate → HCID 178427644, compound

HRID 2282236Notes

Reaction equation

HRID 2282236 reaction equation
[F:1][C:2]1([F:37])[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][N:14]3[N:17]=[C:18]([CH3:36])[C:19]([C:20]4[S:21][C:22]([C:31]5[N:35]=[CH:34][NH:33][N:32]=5)=[C:23]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)[N:24]=4)=[C:13]3[CH:12]=2)[CH2:4][CH2:3]1.O.[C:39]1([CH3:49])[CH:44]=[CH:43][C:42]([S:45]([OH:48])(=[O:47])=[O:46])=[CH:41][CH:40]=1>>[C:39]1([CH3:49])[CH:40]=[CH:41][C:42]([S:45]([OH:48])(=[O:46])=[O:47])=[CH:43][CH:44]=1.[C:39]1([CH3:49])[CH:40]=[CH:41][C:42]([S:45]([OH:48])(=[O:46])=[O:47])=[CH:43][CH:44]=1.[F:37][C:2]1([F:1])[CH2:3][CH2:4][N:5]([CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][N:14]3[N:17]=[C:18]([CH3:36])[C:19]([C:20]4[S:21][C:22]([C:31]5[N:35]=[CH:34][NH:33][N:32]=5)=[C:23]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)[N:24]=4)=[C:13]3[CH:12]=2)[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 178433758HCID 178433758, compound

Product 1

HCID 178427644HCID 178427644, compoundYield 69%

Procedure

The title compound has been prepared according to the similar manner described in 85-B (iv) from 5-[2-(4,4-difluoropiperidin-1-yl)ethoxy]-2-methyl-3-[4-phenyl-5-(1H-1,2,4-triazol-3-yl)-1,3-thiazol-2-yl]pyrazolo[1,5-a]pyridine (87.8 mg, 0.168 mmol) and p-toluenesulfonic acid monohydrate (70.3 mg, 0.370 mmol). The crude product was washed with EtOH (4 mL) to give pure title compound (100 mg, 69%) as a yellow solid.

Workup

  1. washThe crude product was washed with EtOH (4 mL)

Sources & evidence

ORD record
ord-2bbb7a91f6f248a6908b019eefbbbe30
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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