Hydrochloric Acid → Diethyl pyrimidine-2,4-dicarboxylate

HRID 2384095노트

반응식

HRID 2384095 반응식
N(OC(C)(C)C)=O.N[C:9]1[N:14]=[C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:12]=[C:11]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:10]=1.Cl>CN(C=O)C>[N:14]1[CH:9]=[CH:10][C:11]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[N:12][C:13]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 10906Tert-Butyl nitriteHCID 10857553Diethyl 6-aminopyrimidine-2,4-dicarboxylate

생성물 1

HCID 66701935Diethyl pyrimidine-2,4-dicarboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
60 °C

실험 절차

Next, To a stirred solution of tert-butyl nitrite (268 mg, 2.34 mmol.) in DMF (5 mL) at 60° C. is added a solution of diethyl 6-aminopyrimidine-2,4-dicarboxylate (280 mg, 1.17 mmol) in DMF (0.5 mL) dropwise and mixture is heated at 60° C. for 18 hours. The mixture is cooled to room temperature and poured into 1N HCl (10 mL). The mixture is extracted three times with ethyl acetate and the combined organic layers are washed with water and brine then is dried over magnesium sulfate. The solvent is removed under reduced pressure and the residue is purified by flash chromatography (heptane/ethyl acetate=4:1) to give diethyl pyrimidine-2,4-dicarboxylate.

후처리

  1. temperatureThe mixture is cooled to room temperature
  2. extractionThe mixture is extracted three times with ethyl acetate
  3. washthe combined organic layers are washed with water and brine
  4. dry with materialthen is dried over magnesium sulfate
  5. customThe solvent is removed under reduced pressure
  6. customthe residue is purified by flash chromatography (heptane/ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-e6731a0cf6c5432e82b047f087460ca0
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263629B2

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