Valeryl chloride → 3-(2-Butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl pentanoate

HRID 2090238노트

반응식

HRID 2090238 반응식
[C:1](Cl)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].[Si]([O:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:23]=[CH:22][C:21]=1[NH2:30])(C(C)(C)C)(C)C>CN1C(=O)CCC1>[C:1]([O:15][CH2:16][CH2:17][CH2:18][N:19]1[C:20]2[C:29]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[N:23]=[CH:22][C:21]=2[N:30]=[C:1]1[CH2:2][CH2:3][CH2:4][CH3:5])(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5]

참가 물질

4

반응물 2

HCID 61186Valeryl chlorideHCID 86647172N4-(3-(tert-Butyldimethylsilyloxy)propyl)quinoline-3,4-diamine

생성물 1

HCID 684315713-(2-Butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl pentanoate

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

Valeryl chloride was added to a solution of the product from step (ii) (4.85 g) in NMP at rt. The mixture was stirred at rt for 15 min, heated at 100° C. for 6 h, cooled, and partitioned between EtOAc/saturated NaHCO3 solution. The organics were separated washed with water, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with EtOAc, yield 2.15 g.

후처리

  1. temperatureheated at 100° C. for 6 h
  2. temperaturecooled
  3. custompartitioned between EtOAc/saturated NaHCO3 solution
  4. customThe organics were separated
  5. washwashed with water
  6. customdried
  7. customevaporated under reduced pressure
  8. customThe residue was purified by chromatography on silica eluting with EtOAc, yield 2.15 g

출처 및 근거

ORD 기록
ord-c5857098546c4e9d85750894e8051ac8
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436178B2

반응 노트

불러오는 중…