Ethanol → HCID 178427646, compound

HRID 2282241Notes

Reaction equation

HRID 2282241 reaction equation
[CH3:1][C:2]1[C:23]([C:24]2[S:25][C:26]([C:35]3[N:39]=[CH:38][NH:37][N:36]=3)=[C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[N:28]=2)=[C:5]2[CH:6]=[C:7]([O:10][CH2:11][CH2:12][N:13]3[CH2:18][CH2:17][N:16]([S:19]([CH3:22])(=[O:21])=[O:20])[CH2:15][CH2:14]3)[CH:8]=[CH:9][N:4]2[N:3]=1.O.[C:41]1([CH3:51])[CH:46]=[CH:45][C:44]([S:47]([OH:50])(=[O:49])=[O:48])=[CH:43][CH:42]=1.CCO>CCOC(C)=O>[C:41]1([CH3:51])[CH:42]=[CH:43][C:44]([S:47]([OH:50])(=[O:48])=[O:49])=[CH:45][CH:46]=1.[C:41]1([CH3:51])[CH:42]=[CH:43][C:44]([S:47]([OH:50])(=[O:48])=[O:49])=[CH:45][CH:46]=1.[CH3:1][C:2]1[C:23]([C:24]2[S:25][C:26]([C:35]3[N:39]=[CH:38][NH:37][N:36]=3)=[C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[N:28]=2)=[C:5]2[CH:6]=[C:7]([O:10][CH2:11][CH2:12][N:13]3[CH2:18][CH2:17][N:16]([S:19]([CH3:22])(=[O:21])=[O:20])[CH2:15][CH2:14]3)[CH:8]=[CH:9][N:4]2[N:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 521998p-Toluenesulfonic acid monohydrateHCID 178433762HCID 178433762, compound

Product 1

HCID 178427646HCID 178427646, compoundYield 85%

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-(methylsulfonyl)piperazin-1-yl]ethoxy}-3-[4-phenyl-5-(1H-1,2,4-triazol-3-yl)-1,3-thiazol-2-yl]pyrazolo[1,5-a]pyridine (45.3 mg, 0.0802 mmol) and p-toluenesulfonic acid monohydrate (33.6 mg, 0.176 mmol). The pure title compound (62 mg, 85%) has been obtained as a yellow solid by crystallization from EtOH (1 mL) and EtOAc (3 mL).

Sources & evidence

ORD record
ord-da9a17cec0d341eea0d744f17aa37de0
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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