Pyrrolidine → 2,2-dimethyl-1-[2-(2-pyrrolidin-1-yl-pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one

HRID 547466노트

반응식

HRID 547466 반응식
Cl[C:2]1[CH:7]=[C:6]([C:8]2[N:9]=[C:10]3[C:16]([C:17](=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:15][NH:14][C:11]3=[N:12][CH:13]=2)[CH:5]=[CH:4][N:3]=1.[NH:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1>CN1CCCC1=O>[CH3:19][C:18]([CH3:21])([CH3:20])[C:17]([C:16]1[C:10]2[C:11](=[N:12][CH:13]=[C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([N:23]4[CH2:27][CH2:26][CH2:25][CH2:24]4)[CH:7]=3)[N:9]=2)[NH:14][CH:15]=1)=[O:22]

참가 물질

4

반응물 2

HCID 31268PyrrolidineHCID 578296311-[2-(2-chloro-pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one

생성물 1

HCID 441923402,2-dimethyl-1-[2-(2-pyrrolidin-1-yl-pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one수율 61%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
150 °C

실험 절차

A mixture of 1-[2-(2-chloro-pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one (0.030 g, 0.095 mmol), 0.100 mL of pyrrolidine and 1.5 mL of N-methylpyrollidinone was stirred at 150° C. in a pressure tube for 3 h. The resulting black solution was partitioned between 30 mL of ethyl acetate and 40 mL of water. The organic layer was washed with three 30 mL portions of water, dried over MgSO4, filtered and concentrated to a residue. Silica gel chromatography (0->60% EtOAc/hexanes) afforded 0.020 g (61%) of 2,2-dimethyl-1-[2-(2-pyrrolidin-1-yl-pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one as a yellow solid.

후처리

  1. customThe resulting black solution was partitioned between 30 mL of ethyl acetate and 40 mL of water
  2. washThe organic layer was washed with three 30 mL portions of water
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated to a residue

출처 및 근거

ORD 기록
ord-a00e669d48164cc889af15a90500f0cf
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07939531B2

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