N-methyl-2-pyrrolidone → Tert-butyl {3-[(5-aminopyridin-2-yl)oxy]-4-methylphenyl}carbamate

HRID 1800502노트

반응식

HRID 1800502 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][C:3]=1[O:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][N:18]=1.CN1CCCC1=O>CO.[C].[Pd]>[NH2:23][C:20]1[CH:21]=[CH:22][C:17]([O:16][C:3]2[CH:4]=[C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:13])([CH3:12])[CH3:14])[CH:6]=[CH:7][C:2]=2[CH3:1])=[N:18][CH:19]=1

참가 물질

5

반응물 2

HCID 13387N-methyl-2-pyrrolidoneHCID 86646009Tert-butyl {4-methyl-3-[(5-nitropyridin-2-yl)oxy]phenyl}carbamate

생성물 1

HCID 86646010Tert-butyl {3-[(5-aminopyridin-2-yl)oxy]-4-methylphenyl}carbamate수율 93.1%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 887Methanol용매

실험 절차

To a solution of tert-butyl {4-methyl-3-[(5-nitropyridin-2-yl)oxy]phenyl}carbamate (2.20 g, 6.37 mmol) in methanol (50 mL)/N-methylpyrrolidone (10 mL) was added 10% palladium-carbon powder (440 mg), and the mixture was stirred at room temperature for 4 hr under a hydrogen atmosphere (3.0 atm). 10% Palladium-carbon powder was filtered off by celite filtration, and water (20 mL) was added to the filtrate. The obtained precipitate was collected by filtration, and repeatedly washed with water to give the title compound (1.87 g, 93%) as a pale-gray powder.

후처리

  1. filtration10% Palladium-carbon powder was filtered off by celite filtration, and water (20 mL)
  2. additionwas added to the filtrate
  3. filtrationThe obtained precipitate was collected by filtration
  4. washrepeatedly washed with water

출처 및 근거

ORD 기록
ord-9f8a7468321c424593fd3795159861b7
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08344135B2

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