(3-Isopropoxy-4-nitrophenyl)(1-methylpiperidin-4-yl)amine → 2-isopropoxy-N4-(1-methylpiperidin-4-yl)benzene-1,4-diamine

HRID 518856노트

반응식

HRID 518856 반응식
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([NH:14][CH:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)[CH:8]=[CH:9][C:10]=1[N+:11]([O-])=O)([CH3:3])[CH3:2]>C(O)C.[Pd]>[CH:1]([O:4][C:5]1[CH:6]=[C:7]([NH:14][CH:15]2[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]2)[CH:8]=[CH:9][C:10]=1[NH2:11])([CH3:3])[CH3:2]

참가 물질

4

반응물 1

HCID 83005936(3-Isopropoxy-4-nitrophenyl)(1-methylpiperidin-4-yl)amine

생성물 1

HCID 830025872-isopropoxy-N4-(1-methylpiperidin-4-yl)benzene-1,4-diamine수율 67.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of 1.49 g of (3-isopropoxy-4-nitrophenyl)(1-methylpiperidin-4-yl)amine and 150 mg of 10% palladium-on-carbon in 60 ml of ethanol is hydrogenated at 25° C. under 1 bar for 3 h. The mixture is filtered on Clarcel and the Clarcel is rinsed with ethanol. The filtrate is concentrated to dryness under reduced pressure and the residue is purified by chromatography on a 70 g silica cartridge, elution being carried out with a 96.5/3/0.5 v/v/v dichloromethane/methanol/28% aqueous ammonia mixture at a flow rate of 50 ml/min, so as to obtain 0.9 g of 2-isopropoxy-N4-(1-methylpiperidin-4-yl)benzene-1,4-diamine in the form of a brown liquid.

후처리

  1. filtrationThe mixture is filtered on Clarcel
  2. washthe Clarcel is rinsed with ethanol
  3. concentrationThe filtrate is concentrated to dryness under reduced pressure
  4. customthe residue is purified by chromatography on a 70 g silica cartridge, elution

출처 및 근거

ORD 기록
ord-d4afad75af8144bda3a82c3fe9c381f1
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115140B2

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