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Acetic Acid → (S)-8-chloro-11,12,13,13a-tetrahydro-1-(5-methyl-2-oxazolyl)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one

HRID 867552
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인쇄 미리보기

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HRID 867552 반응식
[Cl:1][C:2]1[C:7]2[CH2:8][N:9]3[CH2:24][CH2:23][CH2:22][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]([NH:18][CH2:19][C:20]#[CH:21])=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1.C(O)(=[O:27])C>C([O-])(=O)C.[Hg+2].C([O-])(=O)C.O>[Cl:1][C:2]1[C:7]2[C:8](=[O:27])[N:9]3[CH2:24][CH2:23][CH2:22][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]3[O:17][C:20]([CH3:21])=[CH:19][N:18]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1
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참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 54413206(S)-8-chloro-11,12,13,13a-tetrahydro-N-(2-propynyl)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxamide

생성물 1

HCID 53703923(S)-8-chloro-11,12,13,13a-tetrahydro-1-(5-methyl-2-oxazolyl)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one

시약·촉매·용매 2

HCID 15337Mercuric acetate촉매HCID 962
Water
용매

실험 절차

3.5 g (10 mmol) of (S)-8-chloro-11,12,13,13a-tetrahydro-N-(2-propynyl)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxamide, 30 mg of mercury (II) acetate and 20 ml of glacial acetic acid are heated to reflux for 5 hours. The solution obtained is then poured into water and extracted three times with methylene chloride. The combined organic phases are dried over magnesium sulphate and evaporated. The residue is chromatographed on silica gel while eluting with methylene chloride and 10% methanol and there is obtained (S)-8-chloro-11,12,13,13a-tetrahydro-1-(5-methyl-2-oxazolyl)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one of melting point 228°-230°.

후처리

  1. temperatureto reflux for 5 hours
  2. customThe solution obtained
  3. extractionextracted three times with methylene chloride
  4. dry with materialThe combined organic phases are dried over magnesium sulphate
  5. customevaporated
  6. customThe residue is chromatographed on silica gel
  7. washwhile eluting with methylene chloride and 10% methanol

출처 및 근거

ORD 기록
ord-5109044965fd46ed9efe7d0abb838473
출처 데이터셋
uspto-grants-1988_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04775671

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