Sodium → Methyl 4-aminopyrimidine-2-carboxylate

HRID 2286672노트

반응식

HRID 2286672 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 diethyl ether 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 diethyl ether

출처 및 근거

ORD 기록
ord-56fc18743d5f4a0ba1758c21e05bb52b
출처 데이터셋
uspto-grants-1981_05
특허 번호
US04267176

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