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 547466ノート

反応式

HRID 547466 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
150 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a00e669d48164cc889af15a90500f0cf
出典データセット
uspto-grants-2011_05
特許番号
US07939531B2

反応ノート

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