Formic Acid → 6-Amino-4-methylnicotinaldehyde
反応式
[C:1]([C:3]1[C:4]([CH3:16])=[CH:5][C:6]([NH:9]C(=O)C(F)(F)F)=[N:7][CH:8]=1)#N.C(O)=[O:18]>O.[Ni].[Al]>[NH2:9][C:6]1[N:7]=[CH:8][C:3]([CH:1]=[O:18])=[C:4]([CH3:16])[CH:5]=1参加物
5
実験手順
A solution of N-(5-cyano-4-methyl-2-pyridinyl)-2,2,2-trifluoroacetamide (D98) (0.050 g, 0.22 mmol) in formic acid (1.35 mL) was diluted with water (0.48 mL) and nickel/aluminium alloy (0.122 g) was added. The reaction mixture was heated at reflux under argon for 2 h then filtered while still hot, washing with further formic acid (3×5 mL). The filtrate and washings were concentrated, diluted with toluene (5 mL) and re-concentrated to give the crude title compound as a pale yellow solid (0.053 g) which was used in the next step without further purification. δH (CDCl3, 400 MHz) 9.91 (1H, s), 8.34 (1H, s), 6.31 (1H, s), 5.49 (2H, br.s), 2.57 (3H, s). MS (ES): MH+ 137.2.
後処理
- additionwas added
- temperatureThe reaction mixture was heated
- temperatureat reflux under argon for 2 h
- filtrationthen filtered while still hot,
- washwashing with further formic acid (3×5 mL)
- concentrationThe filtrate and washings were concentrated
- additiondiluted with toluene (5 mL)
- concentrationre-concentrated
出典と根拠
- ORDレコード
- ord-9e428a7ab77b46909408c508c5735e81
- 出典データセット
- uspto-grants-2014_10
- 特許番号
- US08853218B2
反応ノート
読み込み中…