Ethanethiol → HCID 58543836, compound

HRID 1921590Notes

Reaction equation

HRID 1921590 reaction equation
Br[CH2:2][C:3]([C:28]([F:31])([F:30])[F:29])([OH:27])[CH:4]([NH:15][C:16]1[CH:25]=[CH:24][CH:23]=[C:22]2[C:17]=1[CH:18]=[CH:19][C:20]([CH3:26])=[N:21]2)[C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([F:12])[C:6]=1[O:13][CH3:14].[CH2:32]([SH:34])[CH3:33].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[F:12][C:7]1[C:6]([O:13][CH3:14])=[C:5]([CH:4]([NH:15][C:16]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:17]=2[CH:18]=[CH:19][C:20]([CH3:26])=[N:21]3)[C:3]([CH2:2][S:34][CH2:32][CH3:33])([C:28]([F:31])([F:30])[F:29])[OH:27])[CH:10]=[C:9]([F:11])[CH:8]=1

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 10796Cesium carbonateHCID 58543861HCID 58543861, compound

Product 1

HCID 58543836HCID 58543836, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Analogously to example 45 100 mg (0.24 mmol) {[3,5-difluoro-2-methoxyphenyl][2-(trifluoromethyl)oxiranyl]methyl}-2-methylquinolin-5-amine (example 14) are reacted with 0.25 ml of the 1 M ethanthiol solution under the presence of 148 mg Caesium carbonate in DMF. The typical work up after 2 hours yields 49 mg of the title compound after preparative thin layer chromatography on silica gel (aceton in hexane 50%).

Sources & evidence

ORD record
ord-7cb95efb3fe04e07acf6711174d8f69b
Source dataset
uspto-grants-2012_05
Patent number
US08173676B2

Reaction notes

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