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 2193743

反応式

HRID 2193743 の反応式
FC1C=C(NC(=O)CC(NC2C=CC=CC=2)=O)C=CC=1OC1C=CN=C2C=C(C3N=CN(C)C=3)SC=12.[CH3:37][N:38]([C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)[C:39](=[O:44])[CH2:40][C:41]([OH:43])=O.CCCCCCCCCCCCN.[F:64][C:65]1[CH:66]=[C:67]([CH:69]=[CH:70][C:71]=1[O:72][C:73]1[CH:78]=[CH:77][N:76]=[C:75]2[CH:79]=[C:80]([C:82]3[CH2:83][CH2:84][N:85]([CH3:88])[CH2:86][CH:87]=3)[S:81][C:74]=12)[NH2:68]>>[F:64][C:65]1[CH:66]=[C:67]([NH:68][C:41](=[O:43])[CH2:40][C:39]([N:38]([CH3:37])[C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)=[O:44])[CH:69]=[CH:70][C:71]=1[O:72][C:73]1[CH:78]=[CH:77][N:76]=[C:75]2[CH:79]=[C:80]([C:82]3[CH2:83][CH2:84][N:85]([CH3:88])[CH2:86][CH:87]=3)[S:81][C:74]=12

参加物

5

反応物 4

HCID 13583DodecylamineHCID 3500563-(Methyl(phenyl)amino)-3-oxopropanoic acidHCID 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

生成物 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-phenylmalonamide収率 44%

実験手順

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%).

出典と根拠

ORDレコード
ord-1bc5c001fff0424d8908f25e198e1eca
出典データセット
uspto-grants-2012_12
特許番号
US08329726B2

関連ノート

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