Tetrahydrofuran → HCID 59589731, 화합물

HRID 1971556노트

반응식

HRID 1971556 반응식
O1CCCC1.[Br:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14](=O)[CH:15]([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH3:16])=[CH:9][CH:8]=1>CO>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][CH2:14][CH:15]([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH3:16])=[CH:9][CH:8]=1

참가 물질

4

반응물 2

HCID 8028TetrahydrofuranHCID 13221932HCID 13221932, 화합물

생성물 1

HCID 59589731HCID 59589731, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A 1M solution of BH3 in tetrahydrofuran (10 ml, 10 mmol) was added dropwise to N-(4-bromo-phenyl)-2-pyrrolidin-1-yl-propionamide (0.44 g, 1.48 mmol) and the solution was stirred overnight at reflux then subsequently hydrolysed by slow addition of excess of methanol and refluxing for a further 2 hours. The reaction mixture was loaded onto an SCX cartridge, which was washed with methanol and the product subsequently eluted with 2M ammonia in methanol. Removal of all solvents under rotary evaporation gave the desired product. Yield: 0.04 g, 10%. LCMS method: 2, RT: 3.07 min; MI: 283-285 [M+1].

후처리

  1. temperatureat reflux
  2. temperaturerefluxing for a further 2 hours
  3. washwas washed with methanol
  4. washthe product subsequently eluted with 2M ammonia in methanol
  5. customRemoval of all solvents
  6. customunder rotary evaporation

출처 및 근거

ORD 기록
ord-c3bea0f527f04b348fb581fc72843625
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08431596B2

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