Sodium → Methyl 4-aminopyrimidine-2-carboxylate

HRID 1075274노트

반응식

HRID 1075274 반응식
Cl.C(O[CH:5]=[CH:6][C:7](=[NH:11])OCC)C.Br.[CH2:13]([O:15][C:16]([C:18]([NH2:20])=[NH:19])=[O:17])C.[Na]>CO>[NH2:11][C:7]1[CH:6]=[CH:5][N:20]=[C:18]([C:16]([O:15][CH3:13])=[O:17])[N:19]=1

참가 물질

5

반응물 3

HCID 5360545SodiumHCID 233168511-Ethoxycarbonylformamidine hydrobromideHCID 86737728Ethyl 3-ethoxyacrylimidate hydrochloride

생성물 1

HCID 13060221Methyl 4-aminopyrimidine-2-carboxylate수율 39%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a solution of ethyl 3-ethoxyacrylimidate hydrochloride (4.0 g) and 1-ethoxycarbonylformamidine hydrobromide (4.4 g) in methanol (110 ml) was added dropwise a solution of sodium metal (1 g) in methanol (110 ml) at 0° C. The reaction mixture was stirred for an hour at 0° to 5° C. and for additional 4 hours at ambient temperature. The solution was evaporated to dryness and the residue was dissolved in a mixture of ethyl acetate and an aqueous solution of sodium chloride. The organic layer was separated out and the aqueous layer was extracted with ethyl acetate five times. All organic layers were combined, dried over anhydrous magnesium sulfate and evaporated to dryness. The residue was triturated with diethylether to give methyl 4-aminopyrimidine-2-carboxylate (1.33 g), which was recrystallized from ethyl acetate, mp. 140°-142.5° C.

후처리

  1. customThe solution was evaporated to dryness
  2. dissolutionthe residue was dissolved in a mixture of ethyl acetate
  3. customThe organic layer was separated out
  4. extractionthe aqueous layer was extracted with ethyl acetate five times
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated to dryness
  7. customThe residue was triturated with diethylether

출처 및 근거

ORD 기록
ord-4a85533222bf44bc8f533d8887f71f67
출처 데이터셋
uspto-grants-1983_07
특허 번호
US04395411

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