Dichloromethane → Ethyl 2-((2-chloro-6-fluorophenethyl)sulfonyl)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylate
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=[C:9]2[S:16]([CH2:18][C:19]2[C:24](F)=[CH:23][CH:22]=[C:21]([F:26])[C:20]=2F)=[O:17])=[CH:4][CH:3]=1.Cl[C:29]1C=CC=C(F)[C:30]=1CCSC1N(C2C=CC(F)=CC=2)C(C(OCC)=O)=CN=1.C1C=C(Cl)C=C(C(OO)=[O:64])C=1.[CH2:67]([Cl:69])Cl>>[Cl:69][C:67]1[CH:24]=[CH:23][CH:22]=[C:21]([F:26])[C:20]=1[CH2:19][CH2:18][S:16]([C:9]1[N:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[C:12]([C:13]([O:15][CH2:29][CH3:30])=[O:14])=[CH:11][N:10]=1)(=[O:17])=[O:64]Participants
5
Reactant 4
Product 1
Procedure
Ethyl 2-((2-chloro-6-fluorophenethyl)sulfonyl)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylate (54) was prepared in a similar manner as that described for the synthesis of compound 20 using ethyl 2-((2-chloro-6-fluorophenethyl)thio)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylate (53) (100 mg, 0.236 mmol), m-CPBA (122 mg, 0.708 mmol) in CH2Cl2 (10 mL).
Sources & evidence
- ORD record
- ord-6c956282e0494e0bbba78433fe5982b0
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08703776B2
Reaction notes
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