Ethanethiol → HCID 135983747, compound

HRID 902019Notes

Reaction equation

HRID 902019 reaction equation
C(S)C.[H-].[Na+].C[O:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12]([C:18]3[C:19]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=4)=[N:20][N:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=34)=[CH:13][CH:14]=[N:15]2)=[CH:10][CH:9]=1>CN(C=O)C>[N:28]1[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=1[C:19]1[C:18]([C:12]2[C:11]3[C:16](=[CH:17][C:8]([OH:7])=[CH:9][CH:10]=3)[N:15]=[CH:14][CH:13]=2)=[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][N:21]2[N:20]=1

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 24758Sodium hydrideHCID 69222554HCID 69222554, compound

Product 1

HCID 135983747HCID 135983747, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Add ethanethiol (6.8 mL, 92.5 mmol), followed by a sodium hydride (60% dispersion in mineral oil, 3.7 g, 92.5 mmol) to a solution of 7-methoxy-4-(2-pyridin-2-yl-pyrazolo[1,5-a]pyridin-3-yl)-quinoline (1.63 g, 4.6 mmol) in DMF (50 mL) at room temperature. Following the same procedure described above affords the title compound 0.8 g (52%) as a yellow solid.

Sources & evidence

ORD record
ord-4d611ef7bcb045489e52d6ed0527ced3
Source dataset
uspto-grants-2008_04
Patent number
US07365066B2

Reaction notes

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