3-Fluorobenzoyl chloride → 3-(m-Fluorobenzoyl)-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]23[CH2:13][CH:12]2[CH2:11][NH:10][CH2:9]3)=[CH:4][CH:3]=1.[F:14][C:15]1[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=1)[C:18](Cl)=[O:19].Cl.FC1C=C(C=CC=1)CN1CC2C(C3C=CC(Cl)=CC=3)(C2)C1>>[F:14][C:15]1[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=1)[C:18]([N:10]1[CH2:11][CH:12]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)([CH2:13]2)[CH2:9]1)=[O:19]Participants
4
Procedure
Likewise, 3-(m-fluorobenzoyl)-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane is prepared from 1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane and m-fluorobenzoylchloride, then converted as above to 3-(m-fluorobenzyl)-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane hydrochloride, m.p. 241°-244° C.
Sources & evidence
- ORD record
- ord-a2e62ec5899c4088a1a57a5e8257b788
- Source dataset
- uspto-grants-1984_03
- Patent number
- US04435419
Reaction notes
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