N-(4-(2-(1-Methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamide → 4-(2-(Methylsulfinyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine

HRID 500921노트

반응식

HRID 500921 반응식
ClC1C=CN=C2C=C(C3N(C)C=CN=3)[S:10][C:3]=12.CN1C=CN=C1C1SC2C(=NC=CC=2[O:32]C2C=CC(NC(NC(=O)CC3C=CC=CC=3)=S)=CC=2)C=1.Cl.Cl.[F:54][C:55]1[CH:56]=[C:57]([NH:77]C(NC(=O)CC2C=CC=CC=2F)=S)[CH:58]=[CH:59][C:60]=1[O:61][C:62]1[CH:67]=[CH:66][N:65]=[C:64]2[CH:68]=[C:69](C3N(C)C=CN=3)[S:70][C:63]=12>>[CH3:3][S:10]([C:69]1[S:70][C:63]2[C:64](=[N:65][CH:66]=[CH:67][C:62]=2[O:61][C:60]2[CH:59]=[CH:58][C:57]([NH2:77])=[CH:56][C:55]=2[F:54])[CH:68]=1)=[O:32]

참가 물질

4

반응물 3

HCID 11962454N-(4-(2-(1-Methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamideHCID 221435637-chloro-2-(1-methyl-1H-imidazol-2-yl)-thieno[3,2-b]pyridineHCID 86604196N-(3-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl carbamothioyl)-2-(2-fluorophenyl)acetamide di-hydrochloride

생성물 1

HCID 594245284-(2-(Methylsulfinyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine수율 31%

실험 절차

Starting from the compound 214 (scheme 46) and following the procedures described above for the synthesis of compound 228 (example 202) and 303a (example 232), title compound 234 was obtained in 31% yield as an off-white solid. H NMR (d-DMSO) δ (ppm): 12.34(s, 1H), 11.81(s, 1H), 8.68(m, 1H,), 8.24(s, 1H), 7.79(m, 3H), 7.62(s, 1H), 7.40-7.13(m, 6H), 6.86(d, 1H), 4.02(s, 3H), 3.93(s, 2H). MS (m/z): 518.1(M+H) (found).

출처 및 근거

ORD 기록
ord-f4e69b67442443e7a69322cd696b65a8
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772247B2

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