Ethanol → 5,8-Dihydro-2-(1-piperazinyl)-8-vinyl-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid hydrochloride

HRID 1658139노트

반응식

HRID 1658139 반응식
C(O)C.[H-].[Na+].C([N:9]1[CH2:14][CH2:13][N:12]([C:15]2[N:16]=[CH:17][C:18]3[C:24](=[O:25])[C:23]([C:26]([O:28]CC)=[O:27])=[CH:22][N:21]([CH2:31][CH2:32][Cl:33])[C:19]=3[N:20]=2)[CH2:11][CH2:10]1)(=O)C>O>[ClH:33].[N:12]1([C:15]2[N:16]=[CH:17][C:18]3[C:24](=[O:25])[C:23]([C:26]([OH:28])=[O:27])=[CH:22][N:21]([CH:31]=[CH2:32])[C:19]=3[N:20]=2)[CH2:11][CH2:10][NH:9][CH2:14][CH2:13]1

참가 물질

5

반응물 3

HCID 702EthanolHCID 24758Sodium hydrideHCID 13334740Ethyl 2-(4-acetyl-1-piperazinyl)-8-(2-chloroethyl)-5,8-dihydro-5-oxopyrido[2,3-d]-pyrimidine-6-carboxylate

생성물 1

HCID 123790215,8-Dihydro-2-(1-piperazinyl)-8-vinyl-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid hydrochloride수율 67.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture, containing 400 ml of absolute ethanol and 2.0 g of 65% sodium hydride, which was held at 60°C was added with stirring 5.0 g of ethyl 2-(4-acetyl-1-piperazinyl)-8-(2-chloroethyl)-5,8-dihydro-5oxopyrido[2,3-d]pyrimidine-6-carboxylate. The resulting mixture was heated to reflux for 2 hours and at the end of the period 200 ml of water was added. The mixture was refluxed for an additional 30 minutes. The ethanol was distilled off under reduced pressure and the resulting residue was acidified with concentrated hydrochloric acid to pH 1.0. The resulting precipitate was collected and recrystallized from water to yield 2.8 g of the product, m.p 298° - 301°C with decomposition.

후처리

  1. customwas held at 60°C
  2. additionwas added
  3. temperatureThe resulting mixture was heated
  4. additionwas added
  5. temperatureThe mixture was refluxed for an additional 30 minutes
  6. distillationThe ethanol was distilled off under reduced pressure
  7. customThe resulting precipitate was collected
  8. customrecrystallized from water

출처 및 근거

ORD 기록
ord-1b693982a9d841e2850a56eb795798c4
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03962443

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