Dimethylamine → 6-(hydroxymethyl)-N,N-dimethylpicolinamide

HRID 912526

反応式

HRID 912526 の反応式
[OH:1][CH2:2][C:3]1[N:8]=[C:7]([C:9]([O:11]C)=O)[CH:6]=[CH:5][CH:4]=1.[CH3:13][NH:14][CH3:15]>>[OH:1][CH2:2][C:3]1[N:8]=[C:7]([C:9]([N:14]([CH3:15])[CH3:13])=[O:11])[CH:6]=[CH:5][CH:4]=1

参加物

3

反応物 2

HCID 674Dimethylamine2 回HCID 11513809Methyl 6-(hydroxymethyl)picolinate

生成物 1

HCID 594106466-(hydroxymethyl)-N,N-dimethylpicolinamide収率 103%

反応条件

温度
150 °C

実験手順

Methyl 6-(hydroxymethyl)picolinate (0.598 mmol, 100 mg) was suspended in dimethylamine (2M in MeOH) (2.99 mmol, 1496 μl) and heated to 150° C. for 20 minutes in a microwave. Heating was repeated for a further 20 minutes then further dimethylamine (2M in MeOH) (2.99 mmol, 1496 μl) added and heating repeated again for 20 minutes. Solvent was evaporated under reduced pressure to yield 6-(hydroxymethyl)-N,N-dimethylpicolinamide (103% yield) as a clear oil. 1H NMR (CD3OD) δ: 7.95 (d, 1H), 7.82 (t, 1H), 7.50 (d, 1H), 4.75 (s, 2H), 2.73 (s, 6H).

後処理

  1. temperatureHeating
  2. temperatureheating
  3. waitrepeated again for 20 minutes
  4. customSolvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-1dab7b5e83224f3188c10f57098557e1
出典データセット
uspto-grants-2011_09
特許番号
US08026236B2

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