Pyridine → HCID 67187050、化合物

HRID 551831ノート

反応式

HRID 551831 の反応式
[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

参加物

8

反応物 4

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

生成物 1

HCID 67187050HCID 67187050、化合物

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0699b5090b934bee9016c747fd272f5e
出典データセット
uspto-grants-2011_05
特許番号
US07947834B2

反応ノート

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