Trifluoroacetic acid → 7-(1-tert-Butylpiperidin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-one

HRID 394135

反応式

HRID 394135 の反応式
Br[C:2]1[CH:11]=[C:10]([C:12]2[CH2:13][CH2:14][N:15]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:16][CH:17]=2)[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:30])[N:7]2[C:22]1[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=1[Cl:29].Cl[C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][C:33]=1[F:41].C(O)(C(F)(F)F)=O>>[C:18]([N:15]1[CH2:14][CH2:13][CH:12]([C:10]2[CH:9]=[C:8]3[C:3]([CH:4]=[CH:5][C:6](=[O:30])[N:7]3[C:22]3[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:29])=[C:2]([C:36]3[CH:35]=[CH:34][C:33]([F:41])=[CH:32][CH:37]=3)[CH:11]=2)[CH2:17][CH2:16]1)([CH3:19])([CH3:21])[CH3:20]

参加物

4

反応物 3

HCID 6422Trifluoroacetic acidHCID 27786564-Chloro-3-fluorophenylboronic AcidHCID 226481935-Bromo-7-(1-tert-butyl-1,2,3,6-tetrahydropyridin-4-yl)-1-(2,6-dichlorophenyl)quinolin-2(1h)-one

生成物 1

HCID 226481277-(1-tert-Butylpiperidin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-one

実験手順

The title compound was prepared from 5-bromo-7-(1-tert-butyl-1,2,3,6-tetrahydropyridin-4-yl)-1-(2,6-dichlorophenyl)quinolin-2(1H)-one (INTERMEDIATE ABA5) and using 4-chloro-3-fluorophenylboronic acid as described in EXAMPLE ABA11. 1H NMR (CD3OD, 500 MHz) TFA salt: δ 1.415 (s, 9H), 1.813 (dd, J=10.7, 12.8 Hz, 2H), 2.120 (m, 2H), 2.947 (tt, J=3.7, 12.4, 24.7 Hz, 1H), 3.064 (t, J=12.8 Hz, 1H), 3.674 (d, J=12.6 Hz, 2H), 6.490 (s, 1H), 6.736 (d, J=9.8 Hz, 1H), 7.245 (s, 1H), 7.289 (dd, J=1.6, 8.3 Hz, 1H), 7.411 (dd, 1.8, 9.8 Hz, 1H), 7.619 (m, 2H), 7.728 (m, 2H), 7.981 (d, J=9.8 Hz, 1H). Mass spectrum (ESI): 559.5 (M+1).

出典と根拠

ORDレコード
ord-682d7dd7ca704734afe7106bf36f4326
出典データセット
uspto-grants-2004_10
特許番号
US06809199B2

関連ノート

読み込み中…