Dodecylamine → N1-(3-Fluoro-4-(2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-methyl-N3-phenylmalonamide

HRID 418683

반응식

HRID 418683 반응식
[F:1][C:2]1[CH:3]=[C:4]([NH:24][C:25](=[O:36])[CH2:26][C:27]([NH:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[O:28])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[CH:15]=[C:16]([C:18]3N=CN(C)[CH:22]=3)[S:17][C:10]=12.FC1C=C(NC(=O)CC(NC2C=CC=CC=2OC)=O)C=CC=1OC1C=CN=C2C=[C:52]([C:54]3[N:58]([CH3:59])[CH:57]=NC=3)SC=12.[CH3:75]CCCCCCCCCCCN.FC1C=C(C=CC=1OC1C=CN=C2C=C(C3CCN(C)CC=3)SC=12)N>>[F:1][C:2]1[CH:3]=[C:4]([NH:24][C:25](=[O:36])[CH2:26][C:27]([N:29]([CH3:75])[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)=[O:28])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[CH:15]=[C:16]([C:18]3[CH2:22][CH2:57][N:58]([CH3:59])[CH2:54][CH:52]=3)[S:17][C:10]=12

참가 물질

5

반응물 4

HCID 13583DodecylamineHCID 16040871N1-(3-Fluoro-4-(2-(1-methyl-1H-imidazol-5-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-(2-methoxyphenyl)malonamideHCID 167179683-Fluoro-4-(2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)thieno[3,2-b]pyridin-7-yloxy)anilineHCID 44565164N1-(3-fluoro-4-(2-(1-methyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-phenylmalonamide

생성물 1

HCID 16041236N1-(3-Fluoro-4-(2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-methyl-N3-phenylmalonamide수율 44%

실험 절차

Following the procedure described above for the compound 5c (scheme 3) but replacing acid 1 with the acid 31 and amine 12 with amine 260; the title compound 256 was obtained in 44% yield. 1H NMR (400 MHz, DMSO-d6) δ (ppm): 10.31 (s, 1H), 8.44 (d, J=5.48 Hz, 1H), 7.79 (d, 12.72 Hz, 1H), 7.5-7.3 (m, 8H), 6.59 (d, J=5.48 Hz, 1H), 6.38 (t, J=3.52 Hz, 1H), 3.22 (s, 2H), 3.21 (s, 3H), 3.08 (m, 2H), 2.61 (m, 4H), 2.30 (s, 3H). MS (m/z): (M+1) 531.0 (100%).

출처 및 근거

ORD 기록
ord-a724aba0c3424b19a5e1d0d92f6dcceb
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093264B2

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