Methanol → Isopropyl 5-(2-aminoethoxymethyl)-3-cyano-7-(2,3-difluorophenyl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate hydrochloride
反応式
[C:1]([C:3]1[CH:4]=[N:5][N:6]2[CH:11]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:13]=3[F:19])[C:10]([C:20]([O:22][CH:23]([CH3:25])[CH3:24])=[O:21])=[C:9]([CH2:26][O:27][CH2:28][CH2:29][N:30]3C(=O)C4=CC=CC=C4C3=O)[NH:8][C:7]=12)#[N:2].CO.O.NN.C(Cl)(Cl)[Cl:47]>>[ClH:47].[NH2:30][CH2:29][CH2:28][O:27][CH2:26][C:9]1[NH:8][C:7]2[N:6]([N:5]=[CH:4][C:3]=2[C:1]#[N:2])[CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:13]=2[F:19])[C:10]=1[C:20]([O:22][CH:23]([CH3:25])[CH3:24])=[O:21]参加物
反応条件
- 温度
- 50 °C
実験手順
To a solution of 1.3 g of isopropyl 3-cyano-7-(2,3-difluorophenyl)-5-[2-(phthalimido)ethoxymethyl]-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate in a mixed solvent of 12 ml of methanol and 12 ml of chloroform is added 142 μl of hydrazine hydrate and the mixture is refluxed at 50° C. for 5 hours. After the solvent is distilled off, to the residue is added aqueous sodium hydrogencarbonate and then extracted with ethyl acetate. The organic layer is washed with water, dried over sodium sulfate and ethanolic hydrochloric acid is added to convert into hydrochloride. The obtained crystals are recrystallized from methanol to give 0.4 g of isopropyl 5-(2-aminoethoxymethyl)-3-cyano-7-(2,3-difluorophenyl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate hydrochloride 1/4 hydrate.
後処理
- distillationAfter the solvent is distilled off, to the residue
- additionis added aqueous sodium hydrogencarbonate
- extractionextracted with ethyl acetate
- washThe organic layer is washed with water
- dry with materialdried over sodium sulfate and ethanolic hydrochloric acid
- additionis added
- customThe obtained crystals are recrystallized from methanol
出典と根拠
- ORDレコード
- ord-a0ec6ba8946e4a8888c856c1fd9ec0c4
- 出典データセット
- uspto-grants-1990_04
- 特許番号
- US04918074
反応ノート
読み込み中…