1,4-Dioxane → Ethyl 4-(3-fluoro-4-(2-(pyrrolidine-1-carboxamido)pyridin-4-yloxy)phenylamino)-2-(methylthio)pyrimidine-5-carboxylate

HRID 606145ノート

反応式

HRID 606145 の反応式
[NH2:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]([N:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)=[O:15])[CH:8]=2)=[C:4]([F:23])[CH:3]=1.Cl[C:25]1[C:30]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:29][N:28]=[C:27]([S:36][CH3:37])[N:26]=1.C(N(C(C)C)C(C)C)C.O1CCOCC1>C(Cl)Cl.O>[F:23][C:4]1[CH:3]=[C:2]([NH:1][C:29]2[C:30]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:25][N:26]=[C:27]([S:36][CH3:37])[N:28]=2)[CH:22]=[CH:21][C:5]=1[O:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]([N:16]2[CH2:17][CH2:18][CH2:19][CH2:20]2)=[O:15])[CH:8]=1

参加物

7

反応物 4

HCID 312751,4-DioxaneHCID 800084-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 81531DiisopropylethylamineHCID 231530584-(4-Amino-2-fluorophenoxy)-2-[(pyrrolidin-1-yl)carbonylamino]pyridine

生成物 1

HCID 59781132Ethyl 4-(3-fluoro-4-(2-(pyrrolidine-1-carboxamido)pyridin-4-yloxy)phenylamino)-2-(methylthio)pyrimidine-5-carboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
60 °C

実験手順

A mixture of N-(4-(4-amino-2-fluorophenoxy)pyridin-2-yl)pyrrolidine-1-carboxamide (0.158 g, 0.5 mmol), ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate (0.2 g, 1.0 mmol), N-ethyl-N-isopropylpropan-2-amine (0.1 g, 1.0 mmol) in 1,4-dioxane (1 g, 11 mmol) was heated in microwave (CEM) at 60 W and 60° C. for 40 min. The resultant was diluted with DCM (15 mL) and water (10 mL). The organic layer was separated, dried over sodium sulfate, and concentrated. The residue was used for the next step without further purification.

後処理

  1. customThe organic layer was separated
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated
  4. customThe residue was used for the next step without further purification

出典と根拠

ORDレコード
ord-7ea7fab0a65243e49d53099c67c876e7
出典データセット
uspto-grants-2011_03
特許番号
US07915287B2

反応ノート

読み込み中…