Hydrochloric Acid → 7-(1-tert-Butylpiperidin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-one
Reaction equation
Cl.[C:2]([N:6]1[CH2:11][CH:10]=[C:9]([C:12]2[CH:21]=[C:20]3[C:15]([CH:16]=[CH:17][C:18](=[O:30])[N:19]3[C:22]3[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:29])=[C:14]([C:31]3[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=3)[CH:13]=2)[CH2:8][CH2:7]1)([CH3:5])([CH3:4])[CH3:3].C(O)(C(F)(F)F)=O>>[C:2]([N:6]1[CH2:7][CH2:8][CH:9]([C:12]2[CH:21]=[C:20]3[C:15]([CH:16]=[CH:17][C:18](=[O:30])[N:19]3[C:22]3[C:23]([Cl:29])=[CH:24][CH:25]=[CH:26][C:27]=3[Cl:28])=[C:14]([C:31]3[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=3)[CH:13]=2)[CH2:10][CH2:11]1)([CH3:5])([CH3:3])[CH3:4]Participants
4
Procedure
The title compound was prepared from HCl salt of 7-(1-tert-butyl-1,2,3,6-tetrahydropyridin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-one (EXAMPLE ABA11, Step A) by procedures analogous to that described in EXAMPLE HHH1, Step B, as a TFA salt. 1H NMR (CD3OD, 500 MHz) of TFA salt: δ 7.97 (d, J=9.8 Hz, 1H); 7.73 (m, 2H); 7.62 (m, 1H); 7.49 (m, 1H); 7.28 (m, 3H); 6.69 (d, J=9.8 Hz, 1H); 6.47 (s, 1H); 3.67 (m, 2H); 3.08 (m, 2H); 2.96 (m, 1H); 2.1 (m, 2H); 1.99 (m, 2H); 1.42 (s, 9H). Mass spectrum (ESI): 523.3 (M+1).
Sources & evidence
- ORD record
- ord-61235afc081443eea77aa3748b8994be
- Source dataset
- uspto-grants-2004_10
- Patent number
- US06809199B2
Reaction notes
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