Hydrazine hydrate (1:1) → HCID 178509230、化合物
反応式
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([F:10])=[CH:4][N:3]=1.O.[NH2:12][NH2:13]>C(O)CCC>[F:10][C:5]1[CH:6]=[C:7]2[C:8]([NH2:9])=[N:13][NH:12][C:2]2=[N:3][CH:4]=1参加物
4
実験手順
To the mixture of 2-chloro-5-fluoropyridine-3-carbonitrile, 2, (29.6 g, 157.1 mmol) in n-butanol (492 mL) was added hydrazine hydrate (76.4 mL, 1.6 mol). This mixture was heated to reflux for 4.5 h and cooled down. n-Butanol was removed under reduced pressure and water (300 mL) was added resulting in a yellow precipitate. The suspension was filtered and washed with water twice, followed by a MTBE wash. The yellow solid was dried in a vacuum oven to give 18 g of the desired product: 1H NMR (300 MHz, d6-DMSO) δ 12.08 (s, 1H), 8.38 (dd, J=2.7, 1.9 Hz, 1H), 7.97 (dd, J=8.8, 2.7 Hz, 1H), 5.56 (s, 2H); LC/MS Gradient 10-90%, 0.1% formic 5 min, C18/ACN, Retention Time=1.25 min, (M+H) 152.95.
後処理
- temperatureThis mixture was heated
- temperatureto reflux for 4.5 h
- temperaturecooled down
- customn-Butanol was removed under reduced pressure and water (300 mL)
- additionwas added
- customresulting in a yellow precipitate
- filtrationThe suspension was filtered
- washwashed with water twice
- washwash
- customThe yellow solid was dried in a vacuum oven
出典と根拠
- ORDレコード
- ord-bb525165d3ff4cc4998705a93abae029
- 出典データセット
- uspto-grants-2014_10
- 特許番号
- US08871774B2
反応ノート
読み込み中…