Ethanethiol → HCID 58543912, compound

HRID 1673279Notes

Reaction equation

HRID 1673279 reaction equation
[F: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)=[CH:4][C:3]=1[O:28][CH3:29].[CH2:30]([SH:32])[CH3:31].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[F: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:32][CH2:30][CH3:31])([C:12]([F:13])([F:15])[F:14])[OH:10])=[CH:4][C:3]=1[O:28][CH3:29]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 10796Cesium carbonateHCID 86618231HCID 86618231, compound

Product 1

HCID 58543912HCID 58543912, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Analogously to example 45 100 mg (0.25 mmol) {[4-fluoro-3-methoxyphenyl][2-(trifluoromethyl)oxiranyl]methyl}-(2-methylquinolin-5-yl)amine (example 11) are reacted with 0.27 ml of the 1 M ethanthiol solution under the presence of 160 mg Caesium carbonate in DMF. The typical work up after 2 hours yields 53 mg of the title compound after preparative thin layer chromatography on silica gel (aceton in hexane 50%).

Sources & evidence

ORD record
ord-6e4e83baf28744ffb5c3ccc570d2abca
Source dataset
uspto-grants-2011_08
Patent number
US07999108B2

Reaction notes

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