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Citric Acid → 4-[(4-methylpiperazin-1-yl)methyl]-N-{5-methyl-4-[(4-(pyrid-3-yl)pyrimid-2-yl)amino]pyrid-2-yl}-3-(trifluoromethyl)benzamide

HRID 1926596
ノート
印刷プレビュー

反応式

HRID 1926596 の反応式
[NH2:1][C:2]1[C:7]([CH3:8])=[CH:6][N:5]=[C:4]([NH:9][C:10](=[O:29])[C:11]2[CH:16]=[CH:15][C:14]([CH2:17][N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]3)=[C:13]([C:25]([F:28])([F:27])[F:26])[CH:12]=2)[CH:3]=1.S([C:34]1[N:39]=[C:38]([C:40]2[CH:41]=[N:42][CH:43]=[CH:44][CH:45]=2)[CH:37]=[CH:36][N:35]=1)(C)(=O)=O.[H-].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C(Cl)(Cl)Cl.CO.CN(C=O)C>[CH3:24][N:21]1[CH2:20][CH2:19][N:18]([CH2:17][C:14]2[CH:15]=[CH:16][C:11]([C:10]([NH:9][C:4]3[CH:3]=[C:2]([NH:1][C:34]4[N:39]=[C:38]([C:40]5[CH:41]=[N:42][CH:43]=[CH:44][CH:45]=5)[CH:37]=[CH:36][N:35]=4)[C:7]([CH3:8])=[CH:6][N:5]=3)=[O:29])=[CH:12][C:13]=2[C:25]([F:28])([F:27])[F:26])[CH2:23][CH2:22]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 311Citric AcidHCID 24758Sodium hydrideHCID 469098552-(Methylsulfonyl)-4-(pyridin-3-yl)pyrimidineHCID 69229345N-(4-amino-5-methylpyridin-2-yl)-4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)benzamide

生成物 1

HCID 692318604-[(4-methylpiperazin-1-yl)methyl]-N-{5-methyl-4-[(4-(pyrid-3-yl)pyrimid-2-yl)amino]pyrid-2-yl}-3-(trifluoromethyl)benzamide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 21584188Chloroform methanol溶媒

反応条件

温度
0 °C

実験手順

To a flask was added N-(4-amino-5-methylpyridin-2-yl)-4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)benzamide (7.1 g), 2-mesyl-4-(3-pyridyl)pyrimidine (5.0 g) and DMF (50 mL). After the solution was cooled to about 0° C., sodium hydride (60%, 1.5 g) was added in several portions and the reaction was stirred at the same temperature for 2 hours, then warmed up to room temperature for 1 hour. A mixture solvent of chloroform/methanol (30:1, 100 mL) was added and the PH value was adjusted to 7 using 10% citric acid. The aqueous phase was extracted, then the organic combined phase was washed with brine, dried, filtered, concentrated and Purified through column chromatography to give the title compound.

後処理

  1. temperaturewarmed up to room temperature for 1 hour
  2. extractionThe aqueous phase was extracted
  3. washthe organic combined phase was washed with brine
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customPurified through column chromatography

出典と根拠

ORDレコード
ord-58a96b113ae14d62a77ed7eac51ac972
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08183242B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート