Hexane → HCID 178439461、化合物

HRID 1924297ノート

反応式

HRID 1924297 の反応式
[CH2:1]([CH:4]1[CH2:8][N:7]([CH2:9][C:10]2[C:18]3[C:13](=[N:14][CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)[C:6](=[O:19])[CH2:5]1)[CH2:2][CH3:3].ClC1C=C(C=CC=1)C(OO)=[O:25].CCCCCC>COCCOC>[O-:25][N+:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:10]([CH2:9][N:7]3[CH2:8][CH:4]([CH2:1][CH2:2][CH3:3])[CH2:5][C:6]3=[O:19])=[CH:11][NH:12][C:13]=12

参加物

5

反応物 3

HCID 8058HexaneHCID 70297m-Chloroperbenzoic acidHCID 577430754-propyl-1-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)pyrrolidin-2-one

生成物 1

HCID 178439461HCID 178439461、化合物収率 47%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

To 4-propyl-1-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)pyrrolidin-2-one 231 (100 mg, 1 eq, 0.39 mmol) dissolved in 1,2-dimethoxyethane (3 ml) is added m-chloroperoxybenzoic acid (111 mg, 1.6 eq, 0.64 mmol). The resulting solution is stirred at room temperature for 20 hours. Hexane (10 ml) is added to the reaction mixture, and the decanted syrup is washed twice with hexane by decantation and dried under vacuum. To the residual solid are added 3 ml of water and a saturated solution of K2CO3 until pH 9. The resulting mixture is extracted with CH2Cl2 and the organic phase is dried over MgSO4. Volatiles are removed under reduced pressure and the residue is purified twice by chromatography on silicagel (CH2Cl2/MeOH/NH4OH 95/5/05) to give 50 mg of 1-[(7-oxido-1H-pyrrolo[2,3-b]pyridin-3-yl)methyl]-4-propylpyrrolidin-2-one 239.

後処理

  1. washthe decanted syrup is washed twice with hexane by decantation
  2. customdried under vacuum
  3. additionTo the residual solid are added 3 ml of water
  4. extractionThe resulting mixture is extracted with CH2Cl2
  5. dry with materialthe organic phase is dried over MgSO4
  6. customVolatiles are removed under reduced pressure
  7. customthe residue is purified twice by chromatography on silicagel (CH2Cl2/MeOH/NH4OH 95/5/05)

出典と根拠

ORDレコード
ord-b7ff9d3984e24547ab90a642d8e0e2ba
出典データセット
uspto-grants-2012_05
特許番号
US08178533B2

反応ノート

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