Diisopropyl Ether → HCID 22754726、化合物

HRID 66335ノート

反応式

HRID 66335 の反応式
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[N:17]=[C:16]2[C:11]([CH:12]=[CH:13][C:14]([N:18]3[CH:26]([O:27]C(OC4C=CC=CC=4)=O)[C:25]4[C:20](=[N:21][CH:22]=[CH:23][N:24]=4)[C:19]3=[O:37])=[N:15]2)=[CH:10][CH:9]=1.[CH:38]([O:41]C(C)C)(C)C>CN(C)C=O>[Cl:7][C:8]1[N:17]=[C:16]2[C:11]([CH:12]=[CH:13][C:14]([N:18]3[CH:26]([O:27][C:38]([N:1]4[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]4)=[O:41])[C:25]4[C:20](=[N:21][CH:22]=[CH:23][N:24]=4)[C:19]3=[O:37])=[N:15]2)=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 7914Diisopropyl EtherHCID 8082PiperidineHCID 233436456-(7-chloro-1,8-naphthyridin-2-yl)-7-oxo-5-phenoxycarbonyloxy-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine

生成物 1

HCID 22754726HCID 22754726、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
25 °C

実験手順

A solution of piperidine (3.06 g.) in anhydrous dimethylformamide (5 cc.) is added to a suspension of 6-(7-chloro-1,8-naphthyridin-2-yl)-7-oxo-5-phenoxycarbonyloxy-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine (5.2 g.) in anhydrous dimethylformamide (21 cc.). The reaction mixture is stirred for 15 minutes at a temperature of about 25° C., after which diisopropyl ether (75 cc.) is added. The insoluble product is filtered off, washed with diisopropyl ether (4 × 10 cc.) and then treated with methylene chloride (100 cc.). A slight amount of insoluble matter is filtered off, and the organic solution obtained is then washed by twice successively decanting it with 1N sodium hydroxide solution (25 cc.) and water (25 cc.), dried over anhydrous sodium sulphate and evaporated to dryness under reduced pressure. After recrystallising the residue obtained from acetonitrile (130 cc.), 6-(7-chloro-1,8-naphthyridin-2-yl)-7-oxo-5-piperidinocarbonyloxy-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine (2.25 g.), melting at 249° C., is obtained.

後処理

  1. filtrationThe insoluble product is filtered off
  2. washwashed with diisopropyl ether (4 × 10 cc.)
  3. additiontreated with methylene chloride (100 cc.)
  4. filtrationA slight amount of insoluble matter is filtered off
  5. customthe organic solution obtained
  6. washis then washed
  7. customby twice successively decanting it with 1N sodium hydroxide solution (25 cc.) and water (25 cc.)
  8. dry with materialdried over anhydrous sodium sulphate
  9. customevaporated to dryness under reduced pressure
  10. customAfter recrystallising the residue

出典と根拠

ORDレコード
ord-ff75daa5220746d6a5be1b38af68712b
出典データセット
uspto-grants-1978_12
特許番号
US04131674

反応ノート

読み込み中…