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Triethylamine → 10,11-Dihydro-10-[4-[(3-methylpropyloxycarbonyl)-amino]benzoyl]-5H-pyrrolo[2,1-c][1,4]benzodiazepine

HRID 3614
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HRID 3614 반응식
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([N:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][N:11]3[CH:19]=[CH:20][CH:21]=[C:10]3[CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[CH2:24](N(CC)CC)C.[CH2:31]([O:35][C:36](Cl)=[O:37])[CH:32](C)[CH3:33].C(OCC)(=O)C.C(Cl)Cl>C(Cl)Cl>[CH3:24][CH2:33][CH2:32][CH2:31][O:35][C:36]([NH:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([N:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][N:11]3[CH:19]=[CH:20][CH:21]=[C:10]3[CH2:9]2)=[O:7])=[CH:4][CH:3]=1)=[O:37]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 1082828010,11-dihydro-10(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepineHCID 21226138Dichloromethane ethylacetate

생성물 1

HCID 2183720310,11-Dihydro-10-[4-[(3-methylpropyloxycarbonyl)-amino]benzoyl]-5H-pyrrolo[2,1-c][1,4]benzodiazepine

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a stirred solution of 0.15 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine in 2 ml of methylene chloride is added 0.10 g of triethylamine followed by 0.10 g of isobutylchloroformate. The reaction mixture is stirred for 3 hours and then quenched with 1N NaOH. The organic layer is evaporated in vacuo to a residue which is stirred in 5 ml of tetrahydrofuran for 1 hour, then evaporated in vacuo to a residue. The residue is extracted with ethyl acetate-methylene chloride, washed with brine, dried (Na2SO4), filtered through hydrous magnesium silicate and evaporated in vacuo to give a residue which is stirred with ethyl acetate-methylene chloride to give 0.22 g of cream colored solid. MS(CI): 404 (M+H).

후처리

  1. customquenched with 1N NaOH
  2. customThe organic layer is evaporated in vacuo to a residue which
  3. stirringis stirred in 5 ml of tetrahydrofuran for 1 hour
  4. customevaporated in vacuo to a residue
  5. extractionThe residue is extracted with ethyl acetate-methylene chloride
  6. washwashed with brine
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered through hydrous magnesium silicate
  9. customevaporated in vacuo
  10. customto give a residue which
  11. customto give 0.22 g of cream

출처 및 근거

ORD 기록
ord-f6499446098b4662863c12a5e1de6a7c
출처 데이터셋
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05733905

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