Hydrochloric Acid → 3-(4,6-diethoxy-1,3,5-triazin-2-yl)-1-[(difluoromethyl)sulfonyl]-7-fluoro-1,3-dihydro-2H-indol-2-one
反応式
[CH2:1]([O:3][C:4]1[N:9]=[C:8]([O:10][CH2:11][CH3:12])[N:7]=[C:6]([CH:13]2[C:21]3[C:16](=[C:17]([F:22])[CH:18]=[CH:19][CH:20]=3)[NH:15][C:14]2=[O:23])[N:5]=1)[CH3:2].CN1C=CN=C1.[F:30][CH:31]([F:36])[S:32](Cl)(=[O:34])=[O:33].Cl>ClCCl.O>[CH2:11]([O:10][C:8]1[N:9]=[C:4]([O:3][CH2:1][CH3:2])[N:5]=[C:6]([CH:13]2[C:21]3[C:16](=[C:17]([F:22])[CH:18]=[CH:19][CH:20]=3)[N:15]([S:32]([CH:31]([F:36])[F:30])(=[O:34])=[O:33])[C:14]2=[O:23])[N:7]=1)[CH3:12]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 2
反応条件
- 温度
- 0 °C
実験手順
3-(4,6-Diethoxy-1,3,5-triazin-2-yl)-7-fluoro-1,3-dihydro-2H-indol-2-one (1.0 g) and 1-methyl-1H-imidazole (0.51 g) are introduced as initial charge in 10 ml of dichloromethane and cooled to 0° C. under nitrogen. With stirring, difluoromethanesulfonyl chloride (0.46 g) is added dropwise and the mixture is after-stirred for 2 hours at 0° C. to 6° C. After adding 1-methyl-1H-imidazole (0.25 g) and difluoromethanesulfonyl chloride (0.23 g), the mixture is stirred for 2 hours at 0° C. to 10° C. After adding 5 ml of water, the mixture is adjusted to pH 2 using 10% strength hydrochloric acid, the organic solvent is largely distilled off in vacuo, and the solid is filtered off, washed with water and heptane and dried. This gives the title compound as a solid in an HPLC purity of 93% (1.19 g, 83% of theory). The UV absorption (maximum at 360 nm) verifies the N-sulfonylation of the product.
後処理
- stirringthe mixture is after-stirred for 2 hours at 0° C. to 6° C
- stirringthe mixture is stirred for 2 hours at 0° C. to 10° C
- distillationthe organic solvent is largely distilled off in vacuo
- filtrationthe solid is filtered off
- washwashed with water and heptane
- customdried
出典と根拠
- ORDレコード
- ord-5be7b2e09d654eb7bdac856355f569d2
- 出典データセット
- uspto-grants-2015_03
- 特許番号
- US08969553B2
反応ノート
読み込み中…