(S)-8-chloro-7-fluoro-12,12a-dihydro-1-(3-phthalimidomethyl-1,2,4-oxadiazol-5-yl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one → (S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one

HRID 1378057노트

반응식

HRID 1378057 반응식
[Cl:1][C:2]1[C:7]2[C:8](=[O:35])[N:9]3[CH2:34][CH2:33][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]3[O:20][N:19]=[C:18]([CH2:21][N:22]4C(=O)C5=CC=CC=C5C4=O)[N:17]=3)[C:6]=2[CH:5]=[CH:4][C:3]=1[F:36]>CN>[NH2:22][CH2:21][C:18]1[N:17]=[C:16]([C:15]2[N:14]=[CH:13][N:12]3[C:6]4[CH:5]=[CH:4][C:3]([F:36])=[C:2]([Cl:1])[C:7]=4[C:8](=[O:35])[N:9]4[CH2:34][CH2:33][C@H:10]4[C:11]=23)[O:20][N:19]=1

참가 물질

3

반응물 1

HCID 53878056(S)-8-chloro-7-fluoro-12,12a-dihydro-1-(3-phthalimidomethyl-1,2,4-oxadiazol-5-yl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one

생성물 1

HCID 53728112(S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one수율 99%

시약·촉매·용매 1

HCID 6329Methylamine용매

실험 절차

16 g (31.85 mmol) of (S)-8-chloro-7-fluoro-12,12a-dihydro-1-(3-phthalimidomethyl-1,2,4-oxadiazol-5-yl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one were treated with 100 ml of methylamine (33% in ethanol). The solution was stirred at 70° for 1 hour and subsequently cooled. The suspension obtained was filtered and the crystallizate was partially dissolved in 100 ml of methylene chloride. By filtering and evaporating the filtrate there were obtained 11.7 g (99%) of (S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, which was used without further purification as the starting material for the Example described hereinafter.

후처리

  1. temperaturesubsequently cooled
  2. customThe suspension obtained
  3. filtrationwas filtered
  4. dissolutionthe crystallizate was partially dissolved in 100 ml of methylene chloride
  5. filtrationBy filtering
  6. customevaporating the filtrate there

출처 및 근거

ORD 기록
ord-40e9c8a610eb47cd939e270dc9cd6132
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05665718

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