Water → 5-Methyl-3-(3-phenoxyazetidin-1-yl)pyrazin-2-amine

HRID 2036006노트

반응식

HRID 2036006 반응식
C(=O)([O-])[O-].[K+].[K+].[O:7]([CH:14]1[CH2:17][NH:16][CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Br[C:19]1[C:20]([NH2:26])=[N:21][CH:22]=[C:23]([CH3:25])[N:24]=1.O>CN(C=O)C.CCOC(C)=O>[CH3:25][C:23]1[N:24]=[C:19]([N:16]2[CH2:17][CH:14]([O:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH2:15]2)[C:20]([NH2:26])=[N:21][CH:22]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 98990432-Amino-3-bromo-5-methylpyrazineHCID 128125013-Phenoxyazetidine

생성물 1

HCID 682809345-Methyl-3-(3-phenoxyazetidin-1-yl)pyrazin-2-amine수율 35.2%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

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온도
120 °C

실험 절차

Potassium carbonate (18.53 mg) was added to a mixture of 3-phenoxyazetidine (20 mg) and 3-bromo-5-methylpyrazin-2-amine (25 mg) in DMF (dry) (1 mL). The mixture was stirred at 120° C. for 4 hr. Water and EtOAc were added and the extracted organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) to give the title compound (12 mg) as white solid.

후처리

  1. washthe extracted organic layer was washed with brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane)

출처 및 근거

ORD 기록
ord-2171b970bb32498788cbdf06a351d046
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575154B2

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