Butyric Acid → 5-(4-Butyrylpiperazin-1-yl)carbonyloxy-6-(7-chloro-1,8-naphthyridin-2-yl)-7-oxo-2,3,6,7-tetrahydro-5H-1,4-dithiino[2,3-c]pyrrole

HRID 27083

反応式

HRID 27083 の反応式
[C:1](O)(=[O:5])[CH2:2][CH2:3][CH3:4].[Cl:7][C:8]1[N:17]=[C:16]2[C:11]([CH:12]=[CH:13][C:14]([N:18]3[CH:22]([O:23][C:24]([N:26]4[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]4)=[O:25])[C:21]4[S:32][CH2:33][CH2:34][S:35][C:20]=4[C:19]3=[O:36])=[N:15]2)=[CH:10][CH:9]=1.C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[C:1]([N:29]1[CH2:28][CH2:27][N:26]([C:24]([O:23][CH:22]2[N:18]([C:14]3[CH:13]=[CH:12][C:11]4[C:16](=[N:17][C:8]([Cl:7])=[CH:9][CH:10]=4)[N:15]=3)[C:19](=[O:36])[C:20]3[S:35][CH2:34][CH2:33][S:32][C:21]2=3)=[O:25])[CH2:31][CH2:30]1)(=[O:5])[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 3

HCID 264Butyric AcidHCID 10868DicyclohexylcarbodiimideHCID 3085171RP 35489

生成物 1

HCID 137286275-(4-Butyrylpiperazin-1-yl)carbonyloxy-6-(7-chloro-1,8-naphthyridin-2-yl)-7-oxo-2,3,6,7-tetrahydro-5H-1,4-dithiino[2,3-c]pyrrole収率 67.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

Butyric acid (0.71 g.) is added to a suspension of 6-(7-chloro-1,8-naphthyridin-2-yl)-7-oxo-5-(piperazin-1-yl)carbonyloxy-2,3,6,7-tetrahydro-5H-1,4-dithiino[2,3-c]pyrrole (2.50 g.) and N,N'-dicyclohexyl-carbodiimide (1.67 g.) in anhydrous methylene chloride (50 cc.) and the mixture is stirred for 1 hour at 20° C. After filtering off the dicyclohexylurea formed, washing with methylene chloride (15 cc.) and evaporating the solvent, the residue obtained (3.8 g.) is washed with boiling ethanol (35 cc.) and then recrystallised from a mixture of acetonitrile (110 cc.) and ethanol (11 cc.). 5-(4-Butyrylpiperazin-1-yl)carbonyloxy-6-(7-chloro-1,8-naphthyridin-2-yl)-7-oxo-2,3,6,7-tetrahydro-5H-1,4-dithiino[2,3-c]pyrrole (1.95 g.), which melts at 248° C., is thus obtained.

後処理

  1. filtrationAfter filtering off the dicyclohexylurea
  2. customformed
  3. washwashing with methylene chloride (15 cc.)
  4. customevaporating the solvent
  5. customthe residue obtained (3.8 g.)
  6. washis washed with boiling ethanol (35 cc.)
  7. customrecrystallised from a mixture of acetonitrile (110 cc.) and ethanol (11 cc.)

出典と根拠

ORDレコード
ord-156be8bfd6dc4e69a16089b33f19744f
出典データセット
uspto-grants-1980_09
特許番号
US04220646

関連ノート

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