p-Toluenesulfonic acid monohydrate → HCID 178427645, compound

HRID 2282240Notes

Reaction equation

HRID 2282240 reaction equation
[CH3:1][C:2]1[C:20]([C:21]2[S:22][C:23]([C:32]3[N:36]=[CH:35][NH:34][N:33]=3)=[C:24]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[N:25]=2)=[C:5]2[CH:6]=[C:7]([O:10][CH2:11][CH2:12][N:13]3[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]3)[CH:8]=[CH:9][N:4]2[N: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>CCOC(C)=O>[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.[CH3:1][C:2]1[C:20]([C:21]2[S:22][C:23]([C:32]3[N:36]=[CH:35][NH:34][N:33]=3)=[C:24]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[N:25]=2)=[C:5]2[CH:6]=[C:7]([O:10][CH2:11][CH2:12][N:13]3[CH2:14][CH2:15][N:16]([CH3:19])[CH2:17][CH2:18]3)[CH:8]=[CH:9][N:4]2[N:3]=1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 178433759HCID 178433759, compound

Product 1

HCID 178427645HCID 178427645, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound has been prepared according to the similar manner described in 85-B (iv) from 2-methyl-5-[2-(4-methylpiperazin-1-yl)ethoxy]-3-[4-phenyl-5-(1H-1,2,4-triazol-3-yl)-1,3-thiazol-2-yl]pyrazolo[1,5-a]pyridine (32.5 mg, 0.0649 mmol) and p-toluenesulfonic acid monohydrate (27.2 mg, 0.143 mmol). Title compound (48 mg, 87%) has been obtained as a yellow solid by the addition of EtOAc to the reaction mixture followed by collection of the resulting precipitate by filtration.

Sources & evidence

ORD record
ord-d54cbc7b821b4609a913a90967e326f8
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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