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Tert-butyl 4-(4-amino-3-methoxyphenyl)piperazine-1-carboxylate → 1-(4-(3-(Difluoromethoxy)-4-(5-fluoro-2-(2-methoxy-4-(piperazin-1-yl)phenylamino)pyrimidin-4-ylamino)phenyl)piperazin-1-yl)ethanone

HRID 1496973
ノート
印刷プレビュー

反応式

HRID 1496973 の反応式
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][N:18]([C:21](=[O:23])[CH3:22])[CH2:17][CH2:16]3)=[CH:11][C:10]=2[O:24][CH:25]([F:27])[F:26])[C:5]([F:28])=[CH:4][N:3]=1.C(OC([N:36]1[CH2:41][CH2:40][N:39]([C:42]2[CH:47]=[CH:46][C:45]([NH2:48])=[C:44]([O:49][CH3:50])[CH:43]=2)[CH2:38][CH2:37]1)=O)(C)(C)C>C(OC(O)C)C.Cl>[F:26][CH:25]([F:27])[O:24][C:10]1[CH:11]=[C:12]([N:15]2[CH2:20][CH2:19][N:18]([C:21](=[O:23])[CH3:22])[CH2:17][CH2:16]2)[CH:13]=[CH:14][C:9]=1[NH:8][C:6]1[C:5]([F:28])=[CH:4][N:3]=[C:2]([NH:48][C:45]2[CH:46]=[CH:47][C:42]([N:39]3[CH2:38][CH2:37][NH:36][CH2:41][CH2:40]3)=[CH:43][C:44]=2[O:49][CH3:50])[N:7]=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

4

反応物 2

HCID 67128946Tert-butyl 4-(4-amino-3-methoxyphenyl)piperazine-1-carboxylateHCID 1181057451-(4-(4-(2-Chloro-5-fluoropyrimidine-4-ylamino)-3-(difluoromethoxy)phenyl)piperazin-1-yl)ethanone

生成物 1

HCID 1181056391-(4-(3-(Difluoromethoxy)-4-(5-fluoro-2-(2-methoxy-4-(piperazin-1-yl)phenylamino)pyrimidin-4-ylamino)phenyl)piperazin-1-yl)ethanone収率 22.2%

試薬・触媒・溶媒 1

HCID 19698338HCID 19698338、化合物
溶媒

反応条件

温度
115 °C

実験手順

1-(4-(4-(2-chloro-5-fluoropyrimidine-4-ylamino)-3-(difluoromethoxy)phenyl)piperazin-1-yl)ethanone (320 mg) and tert-butyl-4-(4-amino-3-methoxyphenyl)piperazin-1-carboxylate (236 mg) were dissolved in 0.08M HCl ethoxyethanol solution (7.7 ml), and stirred at 115° C. overnight. Upon completion of the reaction, the mixture was distilled under reduced pressure to remove the solvent, and the thus obtained oil was diluted with ethyl acetate. The diluted mixture was neutralized with a saturated aqueous solution of sodium bicarbonate, subjected to layer separation, and the extracted organic layer obtained as a result of layer separation was dried with sodium sulfate. The dried organic layer was distilled under reduced pressure to remove the solvent and purified by column chromatography to obtain a target compound (100 mg, 22%).

後処理

  1. customUpon completion of the reaction
  2. distillationthe mixture was distilled under reduced pressure
  3. customto remove the solvent
  4. additionthe thus obtained oil was diluted with ethyl acetate
  5. customsubjected to layer separation
  6. customthe extracted organic layer obtained as
  7. customa result of layer separation
  8. dry with materialwas dried with sodium sulfate
  9. distillationThe dried organic layer was distilled under reduced pressure
  10. customto remove the solvent
  11. custompurified by column chromatography

出典と根拠

ORDレコード
ord-bfb5a0a6b92b4cd3a52622bdb8003dec
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09199944B2

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