N-(3-(tert-Butyldimethylsilyloxy)propyl)-3-nitroquinolin-4-amine → N4-(3-(tert-Butyldimethylsilyloxy)propyl)quinoline-3,4-diamine

HRID 2090252노트

반응식

HRID 2090252 반응식
[Si:1]([O:8][CH2:9][CH2:10][CH2:11][NH:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=[CH:15][C:14]=1[N+:23]([O-])=O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C(O)(=O)C.CO.[Fe]>[Si:1]([O:8][CH2:9][CH2:10][CH2:11][NH:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=[CH:15][C:14]=1[NH2:23])([C:4]([CH3:6])([CH3:7])[CH3:5])([CH3:3])[CH3:2]

참가 물질

5

반응물 1

HCID 68429388N-(3-(tert-Butyldimethylsilyloxy)propyl)-3-nitroquinolin-4-amine

생성물 1

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

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 887Methanol용매

실험 절차

Iron powder (10 g) was added to a solution of the product from step (ii) (20 g) in acetic acid (200 mL) and MeOH (100 mL). The mixture was stirred at rt for 30 min then evaporated under reduced pressure. The residue was partitioned between DCM and water, the organics separated, washed with aq NaHCO3 solution, water, dried, and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 3-5% MeOH in DCM to give a brown oil, 10.1 g.

후처리

  1. customthen evaporated under reduced pressure
  2. customThe residue was partitioned between DCM and water
  3. washthe organics separated, washed with aq NaHCO3 solution, water
  4. customdried
  5. customevaporated under reduced pressure
  6. customThe residue was purified by chromatography on silica eluting with 3-5% MeOH in DCM
  7. customto give a brown oil, 10.1 g

출처 및 근거

ORD 기록
ord-558b321140e8473e8094100b0b1a0815
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436178B2

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