Pyridine → HCID 67187050, 화합물

HRID 551831노트

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HRID 551831 반응식
[F:1][C:2]1([F:14])[C:4]2([C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[NH:7][CH2:6][CH2:5]2)[CH2:3]1.N1C=CC=CC=1.[C:21](Cl)(Cl)=[O:22].Cl.Cl.[NH:27]1[CH2:31][CH2:30][CH:29]([C:32]2[CH:33]=[N:34][NH:35][CH:36]=2)[CH2:28]1>C1(C)C=CC=CC=1.C(N(CC)CC)C.ClCCl>[F:14][C:2]1([F:1])[C:4]2([C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7]([C:21]([N:27]3[CH2:31][CH2:30][CH:29]([C:32]4[CH:33]=[N:34][NH:35][CH:36]=4)[CH2:28]3)=[O:22])[CH2:6][CH2:5]2)[CH2:3]1

참가 물질

8

반응물 4

HCID 1049PyridineHCID 6371PhosgeneHCID 671872294-(pyrrolidin-3-yl)-1H-pyrazole dihydrochlorideHCID 671885982,2-difluoro-2',3'-dihydro-1'H-spiro[cyclopropane-1,4'-quinoline]

생성물 1

HCID 67187050HCID 67187050, 화합물

시약·촉매·용매 3

HCID 1140Toluene용매HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

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온도
0 °C

실험 절차

0.071 g of 2,2-difluoro-2′,3′-dihydro-1′H-spiro[cyclopropane-1,4′-quinoline], 0.03 ml of pyridine and 8.4 ml of dichloromethane are placed in a 50 ml round-bottomed flask under a nitrogen atmosphere. 0.17 ml of a 20% solution of phosgene in toluene is added at 0° C. and then the reaction mixture is left stirring at 0° C. for ½ hour and at ambient temperature for one hour. 0.05 ml of triethylamine and 0.044 g of 4-(pyrrolidin-3-yl)-1H-pyrazole dihydrochloride are subsequently added at 0° C. and the reaction mixture is stirred for eighteen hours and then concentrated under reduced pressure. The residue is chromatographed on silica gel eluted with a 5% mixture of methanol in dichloromethane. 0.038 g of 2,2-difluoro-1′-{[3-(1H-pyrazol-4-yl)pyrrolidin-1-yl]carbonyl}-2′,3′-dihydro-1′H-spiro[cyclopropane-1,4′-quinoline] is obtained.

후처리

  1. waitthe reaction mixture is left
  2. stirringthe reaction mixture is stirred for eighteen hours
  3. concentrationconcentrated under reduced pressure
  4. customThe residue is chromatographed on silica gel
  5. washeluted with a 5% mixture of methanol in dichloromethane

출처 및 근거

ORD 기록
ord-0699b5090b934bee9016c747fd272f5e
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947834B2

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