Water → HCID 23658968, compound

HRID 731727Notes

Reaction equation

HRID 731727 reaction equation
Cl[CH2:2][C:3]([C:5]1[C:6]([CH:14]([CH3:16])[CH3:15])=[N:7][N:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=12)=O.[NH2:17][C:18]([NH2:20])=[S:19].[H-].[Na+].O>O1CCOCC1>[CH:14]([C:6]1[C:5]([C:3]2[CH2:2][S:19][C:18](=[NH:17])[N:20]=2)=[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][N:8]2[N:7]=1)([CH3:16])[CH3:15]

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 2723790ThioureaHCID 86637278HCID 86637278, compound

Product 1

HCID 23658968HCID 23658968, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 200 mg (0.63 mmol) of 2-chloro-1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)ethanone, 100 mg of thiourea and 160 mg of sodium hydride were stirred in 2 ml of dioxane containing 120 μl of H2O at 60-70° C. for 30 minutes. 100 mg of 4-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)thiazol-2(5H)-imine was obtained after workup. Compound 1087.

Sources & evidence

ORD record
ord-9bda2ad693944810ac5894060a777556
Source dataset
uspto-grants-2009_09
Patent number
US07585875B2

Reaction notes

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