Sodium hydride → (E)-(6-{2-[Methyl-(3-methyl-benzo[b]thiophen-2-ylmethyl)carbamoyl]vinyl}-2-oxo-1,4-dihydro-2H-pyrido[2,3-d]pyrimidin-3-yl)acetic acid

HRID 1362223

反応式

HRID 1362223 の反応式
[H-].[Na+].C([O:5][C:6](=[O:36])[CH2:7][N:8]1[CH2:13][C:12]2[CH:14]=[C:15](/[CH:18]=[CH:19]/[C:20](=[O:34])[N:21]([CH3:33])[CH2:22][C:23]3[S:27][C:26]4[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=4[C:24]=3[CH3:32])[CH:16]=[N:17][C:11]=2[NH:10][C:9]1=[O:35])C.C(OC(=O)CN1CC2C=C(/C=C/C(=O)N(C)CC3N(C)C4C(C=3)=CC=CC=4)C=NC=2NC1=O)C>>[CH3:33][N:21]([CH2:22][C:23]1[S:27][C:26]2[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=2[C:24]=1[CH3:32])[C:20](/[CH:19]=[CH:18]/[C:15]1[CH:16]=[N:17][C:11]2[NH:10][C:9](=[O:35])[N:8]([CH2:7][C:6]([OH:36])=[O:5])[CH2:13][C:12]=2[CH:14]=1)=[O:34]

参加物

4

反応物 3

HCID 24758Sodium hydrideHCID 59456952(E)-(6-{2-[Methyl-(3-methyl-benzo[b]thiophen-2-ylmethyl)carbamoyl]vinyl}-2-oxo-1,4-dihydro-2H-pyrido[2,3-d]pyrimidin-3-yl)acetic acid ethyl esterHCID 66967165HCID 66967165、化合物

生成物 1

HCID 10026781(E)-(6-{2-[Methyl-(3-methyl-benzo[b]thiophen-2-ylmethyl)carbamoyl]vinyl}-2-oxo-1,4-dihydro-2H-pyrido[2,3-d]pyrimidin-3-yl)acetic acid収率 89%

実験手順

According to the procedure of Example 124 (b), except substituting (E)-(6-{2-[methyl-(3-methyl-benzo[b]thiophen-2-ylmethyl)carbamoyl]vinyl}-2-oxo-1,4-dihydro-2H-pyrido[2,3-d]pyrimidin-3-yl)acetic acid ethyl ester for the (E)-(6-{2-[methyl-(1-methyl-1H-indol-2-ylmethyl)carbamoyl]vinyl}-2-oxo-1,4-dihydro-2H-pyrido[2,3-d]pyrimidin-3-yl)acetic acid ethyl ester, the title compound (720 mg, 89%) was prepared as a light yellow solid and as a mixture of amide rotomers: 1H NMR (300 MHz, DMSO-d6) δ 10.78 (br s, 1H), 10.08 (s, 1H), 8.39 (s, 1H), 8.01 (s, 1H), 7.88 (d, J=7.5 Hz, 1H), 7.74 (d, J=7.4 Hz, 1H), 7.56-7.16 (m, 4H), 5.11-4.88 (m, 2H), 4.52 (s, 2H), 4.04 (s, 2H), 3.14-2.93 (m, 3H), 2.42 (s, 3H); MS (ESI) m/e 451 (M+H)+.

出典と根拠

ORDレコード
ord-3713ed0587c04fae82660fae96c1a8c6
出典データセット
uspto-grants-2011_02
特許番号
US07879872B2

関連ノート

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