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

반응식

HRID 27083 반응식
[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]

참가 물질

5

반응물 3

HCID 264Butyric AcidHCID 10868DicyclohexylcarbodiimideHCID 3085171RP 35489

생성물 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]pyrrole수율 67.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
20 °C

실험 절차

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.

후처리

  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.)

출처 및 근거

ORD 기록
ord-156be8bfd6dc4e69a16089b33f19744f
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04220646

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