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

HRID 12572

反応式

HRID 12572 の反応式
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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 635956Ferrocene-1,1'-bis-(diphenylphosphine)触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-9bea9c85f39b4b5ab7219d457a1b1a99
出典データセット
uspto-grants-2010_06
特許番号
US07728014B2

関連ノート

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