4-(2-Fluoro-4-nitrophenoxy)-6-(methylsulfinyl)thieno[3,2-d]pyrimidine → N-(3-Fluoro-4-(6-(methylsulfinyl)thieno[3,2-]pyrimidin-4-yloxy)phenyl carbamothioyl)-2-phenylacetamide

HRID 1261350ノート

反応式

HRID 1261350 の反応式
FC1C=C([N+]([O-])=O)C=CC=1OC1[C:6]2[S:13][C:12]([S:14]([CH3:16])=[O:15])=[CH:11][C:7]=2N=CN=1.[F:24][C:25]1[CH:26]=[C:27]([NH:43][C:44]([NH:46][C:47](=[O:55])[CH2:48][C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)=[S:45])[CH:28]=[CH:29][C:30]=1[O:31][C:32]1C2SC(SC)=CC=2[N:35]=[CH:36][N:37]=1>>[F:24][C:25]1[CH:26]=[C:27]([NH:43][C:44]([NH:46][C:47](=[O:55])[CH2:48][C:49]2[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=2)=[S:45])[CH:28]=[CH:29][C:30]=1[O:31][C:32]1[C:7]2[CH:11]=[C:12]([S:14]([CH3:16])=[O:15])[S:13][C:6]=2[N:35]=[CH:36][N:37]=1

参加物

3

反応物 2

HCID 594245544-(2-Fluoro-4-nitrophenoxy)-6-(methylsulfinyl)thieno[3,2-d]pyrimidineHCID 59424579N-(3-Fluoro-4-(6-(methylthio)thieno[3,2-d]pyrimidin-4-yloxy)phenylcarbamothioyl)-2-phenylacetamide

生成物 1

HCID 86644589N-(3-Fluoro-4-(6-(methylsulfinyl)thieno[3,2-]pyrimidin-4-yloxy)phenyl carbamothioyl)-2-phenylacetamide収率 36%

実験手順

Starting from the compound 285 and following the procedure described above for the synthesis of compound 283 (scheme 64, step 4, example 225), title compound 286 was obtained in 36% yield as an off-white solid. 1H NMR (DMSO-d6) δ (ppm): 12.45(s, 1H), 11.83(s, 1H), 8.80(s, 1H), 8.13(s, 1H), 7.93(dd, 1H, J1=2.3 Hz, J2=10.9 Hz), 7.55 (t, 1H, J=8.6 Hz), 7.48 (m, 1H), 7.34-7.31(m, 4H), 7.28-7.25(m, 1H), 3.81(s, 2H), 3.08(s, 3H). MS (m/z): 501.0(M+H) (found).

出典と根拠

ORDレコード
ord-83e91753653841f2a4d3ec17950d44d4
出典データセット
uspto-grants-2013_06
特許番号
US08470850B2

反応ノート

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