反応式
[CH2:1]([C:5]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:8]([CH3:17])([CH3:16])[NH:7][N:6]=1)[CH2:2][CH2:3][CH3:4].[CH3:18][C:19]([N:27]=[C:28]=[O:29])([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:20]>C1(C)C=CC=CC=1.C(N(CC)CC)C>[CH3:20][C:19]([NH:27][C:28]([N:7]1[C:8]([CH3:16])([CH3:17])[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:6]1)=[O:29])([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[CH3:18]参加物
実験手順
Crude 3-(n-Butyl)-5,5-dimethyl-4-phenyl-4,5-dihydropyrazole (Intermediate IV-1) (1.03 gram, 4.48 mmol maximally) was dissolved in toluene (10 ml) and treated with 1-methyl-1-phenyl-ethylisocyanate (Intermediate VII-2) (0.72 g, 4.48 mmol) and 2 drops of triethylamine and the resulting solution was stirred at room temperature for 16 hours. The solution was concentrated and purified using Sepacore equipment: (petroleum ether/diethyl ether=85/15 (v/v)) to give N-(1-methyl-1-phenyl-ethyl)-3-(n-butyl)-5,5-dimethyl-4-phenyl-4,5-dihydro-(1H)-pyrazole-1-carbox-amide as a colorless oil (0.97 gram, 55% yield). Rf (petroleum ether/diethyl ether=4/1 (v/v))˜0.3. 1H-NMR (400 MHz, CDCl3) δ 0.88 (t, J=7, 3H), 1.08 (s, 3H), 1.26-1.39 (m, 2H), 1.44 (s, 3H), 1.45-1.56 (m, 2H), 1.70 (s, 3H), 1.76 (s, 3H), 2.09-2.18 (m, 1H), 2.25-2.35 (m, 1H), 3.70 (s, 1H), 6.59 (br s, 1H), 7.03 (br d, J˜8 Hz, 2H), 7.20 (br t, J˜8 Hz, 1H), 7.26-7.36 (m, 5H), 7.44 (br d, J˜8 Hz, 2H).
後処理
- concentrationThe solution was concentrated
- custompurified
出典と根拠
- ORDレコード
- ord-ef5b0927093643a785b1299945afb65b
- 出典データセット
- uspto-grants-2013_04
- 特許番号
- US08410135B2
関連ノート
読み込み中…