4-(Difluoromethyl)bicyclo[2.2.1]heptan-1-amine → HCID 178458315, compound
Reaction equation
[F:1][CH:2]([F:11])[C:3]12[CH2:9][C:6]([NH2:10])([CH2:7][CH2:8]1)[CH2:5][CH2:4]2.FC(F)C12CCC(N)(CC1)CC2.[C:24]([N:26]=[C:27](OCC)[C:28]([CH3:37])([O:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH3:29])#[N:25]>>[C:24]([N:26]=[C:27]([NH:10][C:6]12[CH2:9][C:3]([CH:2]([F:11])[F:1])([CH2:4][CH2:5]1)[CH2:8][CH2:7]2)[C:28]([CH3:37])([O:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH3:29])#[N:25]Participants
4
Procedure
The titled compound was prepared using the procedure described in Example 85 substituting 4-(difluoromethyl)bicyclo[2.2.1]heptan-1-amine (BA-5) for 4-(difluoromethyl)bicyclo[2.2.2]octan-1-amine (BA-4) and ethyl N-cyano-2-methyl-2-phenoxypropanimidoate (CI-1) for Example 8B. 1H NMR (400 MHz, CDCl3) δ ppm 7.50 (s, 1H), 7.9 (t, J=7.9 Hz, 2H), 7.19 (t, J=7.6 Hz, 1H), 6.94 (d, J=7.6 Hz, 2H), 5.82 (t, J=56.4 Hz, 1H), 2.0 (m, 8H), 1.72 (s, 6H), 1.6-2.0 (m, 2H); LCMS (ESI+) m/z 348.2 (M+H)+.
Sources & evidence
- ORD record
- ord-1c46480a7ede4a2db1fdb67647fbcd4a
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08507493B2
Reaction notes
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