Ammonia → 2-Ethyl-6-methyl-isonicotinamide

HRID 1908826노트

반응식

HRID 1908826 반응식
C([O:3][C:4](=O)[C:5]1[CH:10]=[C:9]([CH3:11])[N:8]=[C:7]([CH2:12][CH3:13])[CH:6]=1)C.[NH3:15]>CO>[CH2:12]([C:7]1[CH:6]=[C:5]([CH:10]=[C:9]([CH3:11])[N:8]=1)[C:4]([NH2:15])=[O:3])[CH3:13]

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 669333672-Ethyl-6-methylisonicotinic acid ethyl ester

생성물 1

HCID 670269782-Ethyl-6-methyl-isonicotinamide

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

A solution of 2-ethyl-6-methyl-isonicotinic acid ethyl ester (3.90 g, 20.2 mmol, prepared in analogy to the corresponding tert.-butyl ester) in 7 N NH3 in methanol (50 mL) is stirred in a sealed vessel at 60° C. for 20 h. The solvent is evaporated and the residue is suspended in diethyl ether. The solid material is collected, washed with additional diethyl ether and dried under HV to give 2-ethyl-6-methyl-isonicotinamide (2.85 g) as a white powder; LC-MS: tR=0.26 min, [M+1]+=165.05; 1H NMR (D6-DMSO): δ 1.23 (t, J=7.5 Hz, 3H), 2.49 (s, 3H), 2.75 (q, J=7.8 Hz, 2H), 7.44 (s, 2H), 7.59 (s br, 1H), 8.11 (s br, 1H).

후처리

  1. customThe solvent is evaporated
  2. customThe solid material is collected
  3. washwashed with additional diethyl ether
  4. customdried under HV

출처 및 근거

ORD 기록
ord-9ede796f9d184f569cea92c11774df9f
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598208B2

반응 노트

불러오는 중…