Cyclopropylamine → HCID 178471863, 화합물

HRID 1090388노트

반응식

HRID 1090388 반응식
[C:1]([NH:4][CH:5]1[CH2:9][CH2:8][CH:7]([C:10]2[C:15]([F:16])=[CH:14][C:13]([C:17](=[O:28])[C:18](=[CH:24]OCC)[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:12]([F:29])[CH:11]=2)[CH2:6]1)(=[O:3])[CH3:2].[CH:30]1([NH2:33])[CH2:32][CH2:31]1>C(O)C>[C:1]([NH:4][CH:5]1[CH2:9][CH2:8][CH:7]([C:10]2[C:15]([F:16])=[CH:14][C:13]([C:17](=[O:28])[C:18](=[CH:24][NH:33][CH:30]3[CH2:32][CH2:31]3)[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:12]([F:29])[CH:11]=2)[CH2:6]1)(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 69828CyclopropylamineHCID 86743970HCID 86743970, 화합물

생성물 1

HCID 178471863HCID 178471863, 화합물수율 76.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 20.5 g (50 mmol) of 4-[3-(acetylamino)cyclopentyl]-α-(ethoxymethylene)-2,5-difluoro-β-oxobenzenepropanoic acid, ethyl ester, in 100 ml of absolute ethanol was cooled to 10° and 3.4 g (60 mmole) of cyclopropylamine was added dropwise maintaining the temperature below 15° with an ice bath. After the addition was complete, the reaction was stirred at 5°-10° for 1.5 hours and then at room temperature for 1 hour. The resulting suspension was chilled to 5° and the solid removed by filtration and washed with ethanol and then hexane. The combined filtrate and washings were evaporated in vacuo and the residue was recrystallized from pentane to give 16.1 g of the title compound.

후처리

  1. temperaturemaintaining the temperature below 15° with an ice bath
  2. additionAfter the addition
  3. waitat room temperature for 1 hour
  4. temperatureThe resulting suspension was chilled to 5°
  5. customthe solid removed by filtration
  6. washwashed with ethanol
  7. customThe combined filtrate and washings were evaporated in vacuo
  8. customthe residue was recrystallized from pentane

출처 및 근거

ORD 기록
ord-966585e67adf4a178b47782fa2e32141
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05081254

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