p-Toluenesulfonic acid monohydrate → HCID 178427643, compound

HRID 1530075Notes

Reaction equation

HRID 1530075 reaction equation
[F:1][CH:2]1[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:38]1([CH3:48])[CH:43]=[CH:42][C:41]([S:44]([OH:47])(=[O:46])=[O:45])=[CH:40][CH:39]=1>>[C:38]1([CH3:48])[CH:39]=[CH:40][C:41]([S:44]([OH:47])(=[O:45])=[O:46])=[CH:42][CH:43]=1.[C:38]1([CH3:48])[CH:39]=[CH:40][C:41]([S:44]([OH:47])(=[O:45])=[O:46])=[CH:42][CH:43]=1.[F:1][CH:2]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 178433757HCID 178433757, compound

Product 1

HCID 178427643HCID 178427643, compoundYield 91.3%

Procedure

The title compound has been prepared according to the similar manner described in 85-B (iv) from 5-[2-(4-fluoropiperidin-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 (89.3 mg, 0.177 mmol) and p-toluenesulfonic acid monohydrate (74.1 mg, 0.389 mmol). The crude product was crystallized from EtOH (1 mL) and EtOAc (4 mL) to give pure title compound (137 mg, 91%) as a yellow solid.

Workup

  1. customThe crude product was crystallized from EtOH (1 mL) and EtOAc (4 mL)

Sources & evidence

ORD record
ord-92ff6753d3434a7186a60e9a72cc4fa8
Source dataset
uspto-grants-2015_07
Patent number
US09090601B2

Reaction notes

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