(S)-N-Ethyl-N-(pyrrolidin-2-ylmethyl)ethanamine → ((S)-2-(Diethylaminomethyl)pyrrolidin-1-yl)-(5-(trifluoromethyl)benzofuran-2-yl)methanone
Reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]([OH:13])=O)=[CH:8][C:7]=2[CH:14]=1.[CH2:17]([N:19]([CH2:26][CH3:27])[CH2:20][C@@H:21]1[CH2:25][CH2:24][CH2:23][NH:22]1)[CH3:18]>>[CH2:17]([N:19]([CH2:20][C@@H:21]1[CH2:25][CH2:24][CH2:23][N:22]1[C:11]([C:9]1[O:10][C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:16])[F:15])=[CH:14][C:7]=2[CH:8]=1)=[O:13])[CH2:26][CH3:27])[CH3:18]Participants
3
Procedure
110 mg of the title compound were synthesized as described for (E)-3-(4-bromophenyl)-1-((S)-2-((pyrrolidin-1-yl)methyl)pyrrolidin-1-yl)propenone, using 5-(trifluoromethyl)benzofuran-2-carboxylic acid instead of (E)-4-bromocinnamic acid and N,N-diethyl-N-(((S)-pyrrolidin-2-yl)methyl)amine instead of (S)-2-((pyrrolidin-1-yl)methyl)pyrrolidine.
Sources & evidence
- ORD record
- ord-73f6ca62feb7404eb6820685c5d4a009
- Source dataset
- uspto-grants-2006_09
- Patent number
- US07101898B2
Reaction notes
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