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ChemicalBook CAS DataBase List Ethyl 4-(4-Fluorophenyl)-6-isopropyl-2-amino-pyrimidine-5-carboxylate
712320-67-7

Ethyl 4-(4-Fluorophenyl)-6-isopropyl-2-amino-pyrimidine-5-carboxylate synthesis

3synthesis methods
-

Yield:712320-67-7 96%

Reaction Conditions:

with manganese(IV) oxide in toluene; for 6 h;Reflux under azeotropic conditions;

Steps:

9 Example 9; Preparation of ethyl 2-amino-4-(4-fluorophenyl)-6-isopropylpyrimidine-5-carboxylate

Ethyl 2-amino-4- (4-fluorophenyl)-6-isopropyl-1,6-dihydropyrimidine-5-carboxylate (22.6 g) was dissolved in toluene (150 ml) and heated until a solution was obtained. Manganese dioxide (18.8 g) was added as a slurry in toluene (150 ml) and the mixture refluxed under azeotropic conditions for 6 hours until conversion was complete. A small amount of water was collected in the Dean and Stark trap. The slurry was filtered and the solvents removed by evaporation under reduced pressure to give ethyl 2-amino-4- (4-fluorophenyl)- 6-isopropylpyrimidine-5-carboxylate as a crystalline solid in 96 % yield. 1H NMR (250MHz, C2D6SO); δ 0.95 (t, 3H, CH2CH3), 1.2 (d, 6H, CH(CH3)2), 3.1 (septet, 1H, CH(CH3)2), 4.05 (q, 2H, CH2CH3), 7.1 (broad s, 2H, NH2), 7.3 (t, 2H, C-H aromatic), 7.55 (m, 2 C-H aromatic).

References:

WO2004/54986,2004,A2 Location in patent:Page 11