4-(5-Fluoro-4-methyl-2-nitro-phenylamino)piperidine-1-carboxylic acid tert-butyl ester → 4-(2-Amino-5-fluoro-4-methyl-phenylamino)piperidine-1-carboxylic acid tert-butyl ester

HRID 1716606노트

반응식

HRID 1716606 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[C:19]([F:21])[C:18]([CH3:22])=[CH:17][C:16]=2[N+:23]([O-])=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[C:19]([F:21])[C:18]([CH3:22])=[CH:17][C:16]=2[NH2:23])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 1

HCID 588522794-(5-Fluoro-4-methyl-2-nitro-phenylamino)piperidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 588522874-(2-Amino-5-fluoro-4-methyl-phenylamino)piperidine-1-carboxylic acid tert-butyl ester수율 80.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of 4-(5-fluoro-4-methyl-2-nitro-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester (680 mg, 1.92 mmol) and 10% Pd/C (68 mg) in ethanol (20 mL) was shaken under hydrogen (50 psi) for 4 hours. The reaction mixture was filtered through a pad of Celite® and the volatiles were removed. The residue was purified by flash chromatography (10% CH3OH in CH2Cl2) to afford 4-(2-amino-5-fluoro-4-methyl-phenylamino)piperidine-1-carboxylic acid tert-butyl ester (500 mg, 80%) as an oil.

후처리

  1. filtrationThe reaction mixture was filtered through a pad of Celite®
  2. customthe volatiles were removed
  3. customThe residue was purified by flash chromatography (10% CH3OH in CH2Cl2)

출처 및 근거

ORD 기록
ord-8b001d1b9c474ec5b48f504a76a585ae
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803816B2

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