Hexane → HCID 178439461, 화합물

HRID 1924297노트

반응식

HRID 1924297 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 178439461HCID 178439461, 화합물수율 47%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b7ff9d3984e24547ab90a642d8e0e2ba
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178533B2

반응 노트

불러오는 중…