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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Cesium carbonate → Ethyl rac-2-[3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1h-1,2,4-triazol-1-yl]propionate

HRID 660857
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HRID 660857 반응식
Br[CH:2]([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].C(=O)([O-])[O-].[Cs+].[Cs+].[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[N:23]([CH:28]3[CH2:30][CH2:29]3)[C:24](=[O:27])[NH:25][N:26]=2)=[CH:18][CH:17]=1>C(#N)C>[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[N:23]([CH:28]3[CH2:29][CH2:30]3)[C:24](=[O:27])[N:25]([CH:2]([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4])[N:26]=2)=[CH:20][CH:21]=1
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 79040Ethyl 2-bromopropionateHCID 580121993-(4-Chlorophenyl)-4-cyclopropyl-1H-1,2,4-triazol-5(4H)-one

생성물 1

HCID 58012037Ethyl rac-2-[3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1h-1,2,4-triazol-1-yl]propionate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
85 °C

실험 절차

384 mg (2.12 mmol) of ethyl 2-bromopropionate and 1.38 g (4.24 mmol) of caesium carbonate are added to 500 mg (2.12 mmol) of 5-(4-chlorophenyl)-4-cyclopropyl-2,4-dihydro-3H-1,2,4-triazol-3-one from Example 36A in 5 ml acetonitrile and the reaction mixture is heated at 85° C. overnight. It is then concentrated in vacuo, the residue is partitioned between water and dichloromethane, and the separated organic phase is dried over sodium sulphate and again evaporated. After purification of the residue by flash chromatography over silica gel (eluent: first dichloromethane, then dichloromethane/methanol 200:1), 729 mg (97% of theory) of the target compound are obtained.

후처리

  1. concentrationIt is then concentrated in vacuo
  2. customthe residue is partitioned between water and dichloromethane
  3. dry with materialthe separated organic phase is dried over sodium sulphate
  4. customagain evaporated
  5. customAfter purification of the residue by flash chromatography over silica gel (eluent
  6. customfirst dichloromethane, then dichloromethane/methanol 200:1), 729 mg (97% of theory) of the target compound are obtained

출처 및 근거

ORD 기록
ord-33b5651bcaa24a30bbe7abb571a57d20
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08084481B2

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