(4-Fluoro-3-methylphenyl)boronic acid → 7-(1-tert-Butylpiperidin-4-yl)-1-(2,6-dichlorophenyl)-5-(4-fluorophenyl)quinolin-2(1H)-one

HRID 394134

반응식

HRID 394134 반응식
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].[F:31][C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][C:33]=1C>>[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:35]3[CH:36]=[CH:37][C:32]([F:31])=[CH:33][CH:34]=3)[CH:11]=2)[CH2:17][CH2:16]1)([CH3:19])([CH3:21])[CH3:20]

참가 물질

3

반응물 2

HCID 2774580(4-Fluoro-3-methylphenyl)boronic acidHCID 226481935-Bromo-7-(1-tert-butyl-1,2,3,6-tetrahydropyridin-4-yl)-1-(2,6-dichlorophenyl)quinolin-2(1h)-one

생성물 1

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

실험 절차

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-fluoro-3-methylphenylboronic acid as described in EXAMPLE ABA11. 1H NMR (CD3OD, 500 MHz): δ 1.252 (s, 9H), 1.734 (bs, 2H), 1.955 (bs, 2H), 2.084 (s, 3H), 2.665 (bs, 4H), 3.307 (m, 1H), 3.394 (bs, 2H), 6.471 (s, 1H), 6.650 (d, J=9.9 Hz, 1H), 7.064 (t, J=5.7 Hz, 1H), 7.123 (s, 1H), 7.146 (dd, J=2.7, 9.9 Hz, 1H), 7.243 (dd, J=5.7, 8.5 Hz, 1H), 7.570 (d, J=9.9 Hz, 1H), 7.616 (t, J=8.5 Hz, 1H), 7.737 (m, 2H). Mass spectrum (ESI): 537.2 (M+1).

출처 및 근거

ORD 기록
ord-75cd63c6e986427da54a9c1538ea587d
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809199B2

연결된 노트

불러오는 중…