Tert-butyl{3-[(2-methoxy-5-nitrophenyl)ethynyl]phenyl}carbamate → Tert-butyl{3-[2-(5-amino-2-methoxyphenyl)ethyl]phenyl}carbamate

HRID 541573노트

반응식

HRID 541573 반응식
[C:1]([O:5][C:6](=[O:27])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]#[C:15][C:16]2[CH:21]=[C:20]([N+:22]([O-])=O)[CH:19]=[CH:18][C:17]=2[O:25][CH3:26])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2]>[Pd].CN(C)C=O.C(OCC)(=O)C>[C:1]([O:5][C:6](=[O:27])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][CH2:15][C:16]2[CH:21]=[C:20]([NH2:22])[CH:19]=[CH:18][C:17]=2[O:25][CH3:26])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 1

HCID 57961666Tert-butyl{3-[(2-methoxy-5-nitrophenyl)ethynyl]phenyl}carbamate

생성물 1

HCID 89143988Tert-butyl{3-[2-(5-amino-2-methoxyphenyl)ethyl]phenyl}carbamate수율 94.5%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

tert-Butyl{3-[(2-methoxy-5-nitrophenyl)ethynyl]phenyl}carbamate (63 mg, 0.17 mmol) and 10% palladium on carbon (122 mg, 0.10 mmol) were stirred in N,N-dimethylformamide (3.0 mL) under an atmosphere of hydrogen for 16 hours. The mixture was diluted with ethyl acetate (9.0 mL) and filtered through celite. Evaporation of the filtrate gave the desired compound (55 mg, 94%). LCMS for C20H27N2O3 (M+H)+: m/z=343.2.

후처리

  1. filtrationfiltered through celite
  2. customEvaporation of the filtrate

출처 및 근거

ORD 기록
ord-5dbfecb00ffa4509bb83608641408a9d
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871753B2

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