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

HRID 606145노트

반응식

HRID 606145 반응식
[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

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7ea7fab0a65243e49d53099c67c876e7
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915287B2

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