Ammonia → 2-Ethyl-6-methyl-isonicotinamide

HRID 1908826ノート

反応式

HRID 1908826 の反応式
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]

参加物

4

反応物 2

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

生成物 1

HCID 670269782-Ethyl-6-methyl-isonicotinamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-9ede796f9d184f569cea92c11774df9f
出典データセット
uspto-grants-2013_12
特許番号
US08598208B2

反応ノート

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