HCID 18537270, compound → HCID 86583844, compound
Reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:6]=[C:7]([C:11]([O:13][CH3:14])=[S:12])[S:8][C:9]=1[CH3:10])=O.[NH2:15][C:16]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)=[CH:21][CH:20]=1)=[S:17]>>[BrH:1].[Cl:32][C:29]1[CH:30]=[CH:31][C:26]([O:25][C:22]2[CH:21]=[CH:20][C:19]([NH:18][C:16]3[S:17][CH:2]=[C:3]([C:5]4[CH:6]=[C:7]([C:11]([O:13][CH3:14])=[S:12])[S:8][C:9]=4[CH3:10])[N:15]=3)=[CH:24][CH:23]=2)=[CH:27][CH:28]=1Participants
3
Procedure
Methyl 4-(2-bromoacetyl)-5-methylthiothiophene-2-carboxylate (309 mg, 1.0 mmol) was allowed to react with amino{[4-(4-chlorophenoxy)phenyl]amino}methane-1-thione (297 mg) as described in Example 154, step (a) to give 410 mg (72% yield) of methyl 4-(2-{[4-(4-chlorophenoxy)phenyl]amino}(1,3-thiazol-4-yl))-5-methylthiothiophene-2-carboxylate hydrobromide. Mass Spectrum (ESI) m/z calcd. for C22H17ClN2O3S3, 489.1 (M+H), found 489.1.
Sources & evidence
- ORD record
- ord-2fa781f40b1540ad80f1acd61d2dbcaf
- Source dataset
- uspto-grants-2002_12
- Patent number
- US06492403B1
Reaction notes
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