Cyclohexylamine → 4-Bromo-N-cyclohexyl-2-fluorobenzamide

HRID 911293노트

반응식

HRID 911293 반응식
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[C:4]([F:11])[CH:3]=1.C(N(CC)CC)C.[CH:19]1([NH2:25])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>C(Cl)Cl>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:25][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:7])=[C:4]([F:11])[CH:3]=1

참가 물질

5

반응물 3

HCID 7965CyclohexylamineHCID 8471TriethylamineHCID 27340264-Bromo-2-fluorobenzoyl chloride

생성물 1

HCID 90711954-Bromo-N-cyclohexyl-2-fluorobenzamide수율 98.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Dissolve 4-bromo-2-fluoro-benzoyl chloride (1 g, 4.21 mmol) in DCM and cool the solution in an ice bath. Add triethylamine (0.87 mL, 6.32 mmol) and cyclohexylamine (502 mg, 5.1 mmol) and stir the mixture at ambient temperature for 2 h. Partition the reaction mixture between brine and DCM. Dry the organic layer over Na2SO4, filter and concentrate in vacuo to give the desired intermediate as a white solid (1.24 g, 98%).

후처리

  1. temperaturecool the solution in an ice bath
  2. customPartition the reaction mixture between brine and DCM
  3. dry with materialDry the organic layer over Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-7239490edb344e0b8f836e1eae6e75fb
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022062B2

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