Methanol → Methyl 4,5-Diphenyl-pyrimidine-2-carboxylate

HRID 12572

반응식

HRID 12572 반응식
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:4][N:3]=1.[C:20]([O-:23])(=[O:22])C.[Na+].[CH3:25]O>C1COCC1.CC([O-])=O.CC([O-])=O.[Pd+2].C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.[Fe+2]>[C:8]1([C:6]2[C:5]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:4][N:3]=[C:2]([C:20]([O:23][CH3:25])=[O:22])[N:7]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

7

반응물 3

HCID 887MethanolHCID 517045Sodium AcetateHCID 126742762-Chloro-4,5-diphenylpyrimidine

생성물 1

HCID 59338828Methyl 4,5-Diphenyl-pyrimidine-2-carboxylate

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 635956Ferrocene-1,1'-bis-(diphenylphosphine)촉매HCID 8028Tetrahydrofuran용매

반응 조건

온도
110 °C

실험 절차

A solution of 2-chloro-4,5-diphenyl-pyrimidine (107, 203 mg, 0.76 mmol) and sodium acetate (188 mg, 2.21 mmol) in MeOH (6 ml) and THF (2 ml) was degassed under argon for 10 min. Pd(OAc)2 (2.1 mg) and DPPF (13 mg) were added and CO (g) was bubbled through the solution. The reaction was heated to 110° C. in a sealed tube for 2 days. The solvent was removed in vacuo and the crude product was purified by column chromatography (10% ethyl acetate in hexane) to get the title compound.

후처리

  1. customCO (g) was bubbled through the solution
  2. customThe solvent was removed in vacuo
  3. customthe crude product was purified by column chromatography (10% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-9bea9c85f39b4b5ab7219d457a1b1a99
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728014B2

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