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

HRID 3615
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인쇄 미리보기

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HRID 3615 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][C:3]=1[O:24][CH3:25].C(N(CC)CC)C.[CH2:33]([S:37](Cl)(=[O:39])=[O:38])[CH2:34][CH2:35][CH3:36]>C(Cl)Cl>[CH3:25][O:24][C:3]1[CH:4]=[C:5]([CH:22]=[CH:23][C:2]=1[NH:1][S:37]([CH2:33][CH2:34][CH2:35][CH3:36])(=[O:39])=[O:38])[C:6]([N:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[CH2:12][N:11]2[CH:19]=[CH:20][CH:21]=[C:10]2[CH2:9]1)=[O:7]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 754301-Butanesulfonyl chlorideHCID 10806563(4-amino-3-methoxy-phenyl)[10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl]methanone

생성물 1

HCID 2183700810,11-Dihydro-10-[3-methoxy-4-[(butylsulfonyl)amino]benzoyl]-5H-pyrrolo[2,1-c][1,4]benzodiazepine수율 102.9%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

To a stirred solution of 0.10 g of 10,11-dihydro-10-(4-amino-3-methoxybenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine in 2 ml of methylene chloride is added 60 mg of triethylamine followed by a solution of 56 mg of n-butylsulfonyl chloride in 0.5 ml of methylene chloride. After stirring at room temperature for 2 hours, the reaction mixture is evaporated in vacuo to a residue which is dissolved in methyl alcohol, stirred for 1 hour and evaporated in vacuo to a residue which is treated with 2 ml of NH4Cl and extracted with 15 ml of ethyl acetate. The organic extract is washed with saturated NaHCO3, brine, dried (Na2SO4), filtered through hydrous magnesium silicate and the filtrate evaporated to a residue. The residue is stirred with ether-hexanes to give 0.14 g of light yellow solid. MS(CI): 454 (M+H).

후처리

  1. customthe reaction mixture is evaporated in vacuo to a residue which
  2. dissolutionis dissolved in methyl alcohol
  3. stirringstirred for 1 hour
  4. customevaporated in vacuo to a residue which
  5. additionis treated with 2 ml of NH4Cl
  6. extractionextracted with 15 ml of ethyl acetate
  7. extractionThe organic extract
  8. washis washed with saturated NaHCO3, brine
  9. dry with materialdried (Na2SO4)
  10. filtrationfiltered through hydrous magnesium silicate
  11. customthe filtrate evaporated to a residue
  12. stirringThe residue is stirred with ether-hexanes

출처 및 근거

ORD 기록
ord-b37387234d9b48f3aa711f14904bb138
출처 데이터셋
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05733905

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