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Cyclopropylamine → HCID 22914557, 화합물

HRID 1378133
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HRID 1378133 반응식
Cl[CH2:2][C:3]1[O:7][N:6]=[C:5]([C:8]2[N:9]=[CH:10][N:11]3[C:17]4[CH:18]=[CH:19][C:20]([F:22])=[CH:21][C:16]=4[C:15](=[O:23])[N:14]([CH3:24])[CH2:13][C:12]=23)[N:4]=1.[CH:25]1([NH2:28])[CH2:27][CH2:26]1>CN(C)C=O>[CH:25]1([NH:28][CH2:2][C:3]2[O:7][N:6]=[C:5]([C:8]3[N:9]=[CH:10][N:11]4[C:17]5[CH:18]=[CH:19][C:20]([F:22])=[CH:21][C:16]=5[C:15](=[O:23])[N:14]([CH3:24])[CH2:13][C:12]=34)[N:4]=2)[CH2:27][CH2:26]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 69828CyclopropylamineHCID 22914351HCID 22914351, 화합물

생성물 1

HCID 22914557HCID 22914557, 화합물수율 65%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1.7 g (5 mmol) of 3-(5-chloromethyl-1,2,4-oxadiazol-3-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one were stirred at room temperature for 2 hours with 5 ml (7.2 mmol) of cyclopropylamine and 15 ml of N,N-dimethylformamide. After evaporation of the reaction mixture the residue was taken up in methylene chloride and washed with aqueous ammonia. After drying the organic phase over magnesium sulfate, evaporation of the solvent and recrystallization of the residue from ethyl acetate and hexane there were obtained 1.17 g (65%) of 3-(5-cyclopropylaminomethyl-1,2,4-oxadiazol-3-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one of m.p. 176°-178°, which was converted into the hydrochloride.

후처리

  1. customAfter evaporation of the reaction mixture the residue
  2. washwashed with aqueous ammonia
  3. customAfter drying the organic phase
  4. customover magnesium sulfate, evaporation of the solvent and recrystallization of the residue from ethyl acetate

출처 및 근거

ORD 기록
ord-446f6c0d77224ce7a65ce99e293ad35b
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05665718

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