N-(2-aminoethyl)acetamide → N-(2-(6-chloro-3-nitropyridin-2-ylamino)ethyl)acetamide

HRID 1366107

반응식

HRID 1366107 반응식
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[N:3]=1.C(N(CC)C(C)C)(C)C.[C:21]([NH:24][CH2:25][CH2:26][NH2:27])(=[O:23])[CH3:22]>C1COCC1>[Cl:11][C:4]1[N:3]=[C:2]([NH:27][CH2:26][CH2:25][NH:24][C:21](=[O:23])[CH3:22])[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1

참가 물질

5

반응물 3

HCID 66082N-(2-aminoethyl)acetamideHCID 81531DiisopropylethylamineHCID 852392,6-Dichloro-3-nitropyridine

생성물 1

HCID 43553026N-(2-(6-chloro-3-nitropyridin-2-ylamino)ethyl)acetamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

To a solution of 3.0 g (15.5 mmol) 2,6-dichloro-3-nitropyridine in 50 mL of THF at −78° C. under Ar atmosphere was added 2.7 mL (15.5 mmol) of N,N-diisopropylethylamine followed by 1.6 mL (15.5 mmol) of N-acetylethylenediamine. The mixture was stirred at −78° C. for 30 min, allowed to warm to room temperature, and stirred for 72 hours. The solvent was removed in vacuo and the residue was purified by flash chromatography eluting with MeOH/dichloromethane gradient (1→10%) to provide N-(2-(6-chloro-3-nitropyridin-2-ylamino)ethyl)acetamide as pale yellow solid.

후처리

  1. temperatureto warm to room temperature
  2. stirringstirred for 72 hours
  3. customThe solvent was removed in vacuo
  4. customthe residue was purified by flash chromatography
  5. washeluting with MeOH/dichloromethane gradient (1→10%)

출처 및 근거

ORD 기록
ord-82de6614dd8947b2bd2b33a17c5e0a39
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893066B2

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