Dimethylformamide diethylacetal → Ethyl 2-(4-cyano-2-fluorophenyl)-3-(dimethylamino)acrylate
Reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:5]([F:15])[CH:4]=1)#[N:2].C(O[CH:19](OCC)[N:20]([CH3:22])[CH3:21])C>>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[CH:19][N:20]([CH3:22])[CH3:21])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:5]([F:15])[CH:4]=1)#[N:2]Participants
3
Procedure
The title compound was prepared in a manner similar to Example Preparation 10 using ethyl 2-(4-cyano-2-fluorophenyl)acetate and 1,1-diethoxy-N,N-dimethylmethanamine to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.10 (t, J=7.07 Hz, 3H) 2.71 (br. s., 6H) 4.00 (quin, J=6.76 Hz, 2H) 7.37 (t, J=7.71 Hz, 1H) 7.60 (dd, J=7.96, 1.64 Hz, 1H) 7.64 (s, 1H) 7.75 (dd, J=9.47, 1.64 Hz, 1H). MS m/z [M+H]+ 236.2, 263.2.
Sources & evidence
- ORD record
- ord-da309b16ed8f44da8185949ec2dfff8c
- Source dataset
- uspto-grants-2016_05
- Patent number
- US09345713B2
Reaction notes
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