Ethanethiol → HCID 58543950, compound

HRID 1921586Notes

Reaction equation

HRID 1921586 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:16][C:17]2[CH:26]=[CH:25][CH:24]=[C:23]3[C:18]=2[CH:19]=[CH:20][C:21]([CH3:27])=[N:22]3)[C:9]2([C:12]([F:15])([F:14])[F:13])[CH2:11][O:10]2)=[C:4]([F:28])[C:3]=1[O:29][CH3:30].[CH2:31]([SH:33])[CH3:32].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:16][C:17]2[CH:26]=[CH:25][CH:24]=[C:23]3[C:18]=2[CH:19]=[CH:20][C:21]([CH3:27])=[N:22]3)[C:9]([CH2:11][S:33][CH2:31][CH3:32])([C:12]([F:13])([F:15])[F:14])[OH:10])=[C:4]([F:28])[C:3]=1[O:29][CH3:30]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 10796Cesium carbonateHCID 86618230HCID 86618230, compound

Product 1

HCID 58543950HCID 58543950, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Analogously to example 45 100 mg (0.25 mmol) {[4-chloro-2-fluoro-3-methoxyphenyl][2-(trifluoromethyl)oxiranyl]methyl}-(2-methylquinolin-5-yl)amine (example 13) are reacted with 0.24 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 54 mg of the title compound after preparative thin layer chromatography on silica gel (aceton in hexane 50%).

Sources & evidence

ORD record
ord-34bd58633e444f498d169bb7dab79f6f
Source dataset
uspto-grants-2012_05
Patent number
US08173676B2

Reaction notes

Loading…