Cyclopropylamine → HCID 178471863、化合物

HRID 1651582ノート

反応式

HRID 1651582 の反応式
[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]

参加物

4

反応物 2

HCID 69828CyclopropylamineHCID 86743970HCID 86743970、化合物

生成物 1

HCID 178471863HCID 178471863、化合物収率 76.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-654d99f1828c4970a57ba5783b3dd261
出典データセット
uspto-grants-1990_05
特許番号
US04929613

反応ノート

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