3-Acetamidopiperidine → HCID 47282623, compound
Reaction equation
Cl[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][N:3]=1.[C:10]([NH:13][CH:14]1[CH2:19][CH2:18][CH2:17][NH:16][CH2:15]1)(=[O:12])[CH3:11]>>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([N:16]2[CH2:17][CH2:18][CH2:19][CH:14]([NH:13][C:10](=[O:12])[CH3:11])[CH2:15]2)=[N:3][CH:4]=1)#[N:7]Participants
3
Procedure
This compound was synthesized from 6-chloronicotinonitrile and 3-acetamidopiperidine as described for example 51 step 1 (850 mg, yield 96%) as white solid. 1H NMR (300 MHz, DMSO-d6) δ 8.44 (d, J=2.2 Hz, 1H), 7.88 (d, J=7.5 Hz, 1H), 7.82-7.79 (dd, J=9.0 Hz, 2.4 Hz, 1H), 6.86 (d, J=9.2 Hz, 1H), 4.20-4.14 (dd, J=12.7 Hz, 3.1 Hz, 1H), 4.08-4.02 (dd, J=13.2 Hz, 3.9 Hz, 1H), 3.62 (m, 1H), 3.22-3.14 (m, 1H), 3.01-2.93 (dd, J=12.9 Hz, 9.2 Hz, 1H), 1.87-1.71 (m, 2H), 1.78 (s, 3H), 1.53-1.41 (m, 2H). MS (ESI) m/z: Calculated for C13H16N4O: 244.13. found: 245.2 (M+H)+
Sources & evidence
- ORD record
- ord-a8a472410c8e4ead96e84986c315ae66
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08981084B2
Reaction notes
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