Cesium carbonate → HCID 24758982、化合物

HRID 1009754

反応式

HRID 1009754 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([F:12])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[CH2:13]([N:15]1[CH:19]=[C:18]([NH:20][C:21](=[O:32])[CH2:22][C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][C:24]=2[O:30][CH3:31])[CH:17]=[N:16]1)[CH3:14].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[CH2:13]([N:15]1[CH:19]=[C:18]([NH:20][C:21](=[O:32])[CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][C:2]3[C:11]4[C:6](=[CH:7][CH:8]=[C:9]([F:12])[CH:10]=4)[N:5]=[CH:4][CH:3]=3)=[CH:25][C:24]=2[O:30][CH3:31])[CH:17]=[N:16]1)[CH3:14]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 27365864-Chloro-6-fluoroquinolineHCID 67305890n-(1-Ethyl-1h-pyrazol-4-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide

生成物 1

HCID 24758982HCID 24758982、化合物収率 61.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

A mixture of 4-chloro-6-fluoroquinoline (0.11 g), N-(1-ethylpyrazol-4-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide (0.168 g), caesium carbonate (0.433 g) and DMF (3 ml) was stirred and heated to 120° C. for 2.5 hours. The solvent was evaporated and the residue was purified by column chromatography on silica using a solvent gradient of 100:0 to 93:7 of ethyl acetate and methanol as eluent. There was thus obtained the title compound (0.157 g); 1H NMR: (DMSOd6) 1.33 (t, 3H), 3.6 (s, 2H), 3.77 (s, 3H), 4.07 (q, 2H), 6.71 (d, 1H), 6.83 (m, 1H), 6.99 (d, 1H), 7.35 (d, 1H), 7.42 (s, 1H), 7.75 (m, 1H), 7.88 (s, 1H), 7.98 (m, 1H), 8.12 (m, 1H), 8.7 (d, 1H), 10.04 (s, 1H); Mass Spectrum: M+H+ 421.

後処理

  1. customThe solvent was evaporated
  2. customthe residue was purified by column chromatography on silica using a solvent gradient of 100:0 to 93:7 of ethyl acetate and methanol as eluent

出典と根拠

ORDレコード
ord-72dafd750e2f4f008a7fd1778f1db86b
出典データセット
uspto-grants-2011_07
特許番号
US07973164B2

関連ノート

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