6-Methoxy-3-pyridinylamine → HCID 178471946、化合物

HRID 526153

反応式

HRID 526153 の反応式
C(O[CH:4]=[C:5]([C:11](=[O:13])[CH3:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][N:17]=1>ClC1C=CC=CC=1>[CH3:14][O:15][C:16]1[N:17]=[CH:18][C:19]([NH:22][CH:4]=[C:5]([C:11](=[O:13])[CH3:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:20][CH:21]=1

参加物

4

反応物 2

HCID 811216-Methoxy-3-pyridinylamineHCID 97734Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester

生成物 1

HCID 178471946HCID 178471946、化合物収率 84.1%

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒

反応条件

温度
135 °C

実験手順

A mixture of ethyl 2-(ethoxymethylene)-3-oxobutanoate (100 g, 0.54 mol) and 2-methoxy-5-aminopyridine (67 g, 0.54 mol) in chlorobenzene (500 mL) was heated at 135° C. for 4 h in a round bottomed flask that was equipped with a distillation apparatus to collect the ethanol generated during the reaction. The reaction mixture was cooled and concentrated and the residue was triturated in diethylether and filtered to obtain the desired product (120 g, 84%) as an off-white solid: 1H NMR (500 MHz, CDCl3) δ 12.74 (d, 12.3 Hz, 1H), 8.35 (d, J=13.0 Hz, 1H), 8.07 (d, J=2.8 Hz, 1H), 7.55 (d, J=8.8, 2.9 Hz, 1H), 6.79 (d, J=8.8 Hz, 1H), 4.30 (q, J=7.1 Hz, 2H), 2.55 (s, 3H), 1.33 (t, J=7.1 Hz, 1H); ESI MS m/z 265 [M+H]+.

後処理

  1. customwas equipped with a distillation apparatus
  2. customto collect the ethanol
  3. customgenerated during the reaction
  4. temperatureThe reaction mixture was cooled
  5. concentrationconcentrated
  6. customthe residue was triturated in diethylether
  7. filtrationfiltered

出典と根拠

ORDレコード
ord-dd98bd0e315e41bbbf0477496d67e4b3
出典データセット
uspto-grants-2016_05
特許番号
US09345709B2

関連ノート

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