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ChemicalBook CAS DataBase List 5-BROMO-2-[(4-METHOXYCARBONYL)PHENOXY]PYRIMIDINE

5-BROMO-2-[(4-METHOXYCARBONYL)PHENOXY]PYRIMIDINE synthesis

1synthesis methods
-

Yield:926304-76-9 89%

Reaction Conditions:

Stage #1: methyl 4-hydroxylbenzoatewith sodium hydride in N,N-dimethyl-formamide at 20; for 0.5 h;
Stage #2: 5-Bromo-2-chloropyrimidine in N,N-dimethyl-formamide at 130; for 0.5 h;

Steps:



To a solution of methyl 4-hydroxybenzoate (260 mg, 1.71 mmol) in DMF (25 mL) at rt was added NaH (60%, 75 mg, 1.9 mmol) and the mixture was stirred for 30 minutes. 5- Bromo-2-chloropyrimidine (300 mg, 1.55 mmol) was added and the mixture heated to 130 0C for 0.5 hours. Standard work-up and purification afforded 4-(5-bromo~pyrimidin-2-yloxy)- benzoic acid methyl ester (428 mg, 89%).

References:

WO2007/22371,2007,A2 Location in patent:Page/Page column 65

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