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Triethylamine → 5,11-Dihydro-11-[[(2-propynyl)-amino]carbonyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 4168
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HRID 4168 반응식
[CH2:1]([NH2:4])[C:2]#[CH:3].Cl[C:6]([N:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[C:12](=[O:19])[NH:11][C:10]2[CH:20]=[CH:21][CH:22]=[N:23][C:9]1=2)=[O:7].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:1]([NH:4][C:6]([N:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[C:12](=[O:19])[NH:11][C:10]2[CH:20]=[CH:21][CH:22]=[N:23][C:9]1=2)=[O:7])[C:2]#[CH:3]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 239041PropargylamineHCID 1104396211-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

생성물 1

HCID 201529205,11-Dihydro-11-[[(2-propynyl)-amino]carbonyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

시약·촉매·용매 1

HCID 6212Chloroform용매

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온도
40 °C

실험 절차

5.5 g (0.1 mol) of propargylamine were added dropwise with stirring at ambient temperature to a suspension of 27.3 g (0.1 mol) of 11-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 10.0 g (0.1 mol) of triethylamine in 500 ml of chloroform, whereupon the temperature rises to 35° C. The mixture is stirred for a further 30 minutes at 40° C., then filtered over activated charcoal and the reaction solution is evaporated to dryness in vacuo. After the oily residue has been decocted with ethyl acetate the desired product is obtained in the form of a colourless crystalline mass in a yield of 20.7 g (71% of theory).

후처리

  1. customrises to 35° C
  2. filtrationfiltered over activated charcoal
  3. customthe reaction solution is evaporated to dryness in vacuo
  4. customis obtained in the form of a colourless crystalline mass in a yield of 20.7 g (71% of theory)

출처 및 근거

ORD 기록
ord-da6aacba240a48b7804ec076824d5006
출처 데이터셋
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04724236

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