Diethyl Sulfate → Pipemidic Acid

HRID 1658120노트

반응식

HRID 1658120 반응식
[N:1]1([C:7]2[N:8]=[CH:9][C:10]3[C:16](=[O:17])[C:15]([C:18]([OH:20])=[O:19])=[CH:14][NH:13][C:11]=3[N:12]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[Na+].[Na+].S(OCC)(O[CH2:31][CH3:32])(=O)=O>C(O)(=O)C>[N:1]1([C:7]2[N:8]=[CH:9][C:10]3[C:16](=[O:17])[C:15]([C:18]([OH:20])=[O:19])=[CH:14][N:13]([CH2:31][CH3:32])[C:11]=3[N:12]=2)[CH2:2][CH2:3][NH:4][CH2:5][CH2:6]1

참가 물질

5

반응물 3

HCID 6163Diethyl SulfateHCID 10340Sodium CarbonateHCID 12850756HCID 12850756, 화합물

생성물 1

HCID 4831Pipemidic Acid

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of 1.5 g of 5,8-dihydro-2-(1-piperazinyl)- 5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid in 60 ml of a 10% aqueous solution of sodium carbonate was added three 10 ml portions of diethyl sulfate. After completion of the reaction, the resulting mixture was neutralized with acetic acid. The precipitate was collected and recrystallized from dimethylformamide to give 0.8 g of 2-(1-piperazinyl)-5,8-dihydro-8-ethyl-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid (compound 1) m.p. 253° - 255°C. Concentration of the mother liquor to about a half volume gave another solid which was further recrystallized from the same solvent to give 0.6 g of 2-(4-ethyl-1-piperazinyl)-5,8-dihydro-8-ethyl-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid (compound 21), m.p. 228° - 230°C.

후처리

  1. customAfter completion of the reaction
  2. customThe precipitate was collected
  3. customrecrystallized from dimethylformamide

출처 및 근거

ORD 기록
ord-af4840dc30cb449198e3957e51541302
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03962443

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