Water → Methyl 10-bromo-3-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxylate

HRID 575424노트

반응식

HRID 575424 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:11]3[CH2:12][CH:9]([CH2:10]3)[N:8]3[C:13]([C:20]([NH:22][NH:23][C:24]([CH:26]4[CH2:28][CH2:27]4)=O)=O)=[C:14]([C:16]([O:18][CH3:19])=[O:17])[N:15]=[C:7]3[C:6]=2[CH:29]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:39])=CC=1.O>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:11]3[CH2:12][CH:9]([CH2:10]3)[N:8]3[C:13]([C:20]4[S:39][C:24]([CH:26]5[CH2:28][CH2:27]5)=[N:23][N:22]=4)=[C:14]([C:16]([O:18][CH3:19])=[O:17])[N:15]=[C:7]3[C:6]=2[CH:29]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 87949Lawesson's reagentHCID 86693476Methyl 10-bromo-3-(2-(cyclopropanecarbonyl)hydrazinecarbonyl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxylate

생성물 1

HCID 86693478Methyl 10-bromo-3-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxylate

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Methyl 10-bromo-3-(2-(cyclopropanecarbonyl)hydrazinecarbonyl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxylate was dissolved in toluene (0.56 mL) and treated with Lawesson's reagent (1.3 equiv., 29.8 mg, 0.07359 mmol). The reaction was heated to reflux until judged complete by LC/MS analysis. The solution was cooled to room temperature. Water was added and the solution was extracted 2× with methylene chloride. The organic layers were combined, dried with sodium sulfate and concentrated in vacuo. The crude material was carried forward without further purification.

후처리

  1. temperatureThe reaction was heated
  2. temperatureto reflux
  3. extractionthe solution was extracted 2× with methylene chloride
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe crude material was carried forward without further purification

출처 및 근거

ORD 기록
ord-7d5c5a013288478c835719c8459b0ec4
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09034866B2

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