| Identification | Back Directory |  [Name]
  2-AMINO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER |  [CAS]
  57401-76-0 |  [Synonyms]
  EOS-60351 NSC 165511 5-Carbethoxy-2-pyriMidinaMine ETHYL 2-AMINO-5-PYRIMIDINECARBOXYLATE 2-Amino-5-pyrimidinecarboxylic acid ethyl ester 2-AMINO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER 5-PyriMidinecarboxylic acid, 2-aMino-, ethyl ester 2-AMINO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER ISO 9001:2015 REACH |  [Molecular Formula]
  C7H9N3O2 |  [MDL Number]
  MFCD04114100 |  [MOL File]
  57401-76-0.mol |  [Molecular Weight]
  167.17 |  
 | Chemical Properties | Back Directory |  [Melting point ]
  147-149℃ |  [Boiling point ]
  349℃ |  [density ]
  1.261 |  [Fp ]
  165℃ |  [storage temp. ]
  2-8°C(protect from light) |  [pka]
  1.94±0.10(Predicted) |  [Appearance]
  White to light yellow Solid |  
 | Hazard Information | Back Directory |  [Uses]
  2-Amino-pyrimidine-5-carboxylic Acid Ethyl Ester is a reagent used in the synthesis of retinoidal pyrimidinecarboxylic acids. |  [Synthesis]
 
 The general procedure for the synthesis of ethyl 2-aminopyrimidine-5-carboxylate from ethyl 2-methylsulfonyl-5-pyrimidinecarboxylate was as follows: ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate (2.15 g, 9.34 mmol) was dissolved in acetonitrile (11.7 mL) and stirred at room temperature. Subsequently, 32% aqueous ammonium hydroxide solution (11.36 mL, 93 mmol) was added slowly and dropwise. The reaction mixture transformed into a white suspension within seconds. The acetonitrile was removed by rotary evaporator and the remaining aqueous phase suspension was filtered through a Brinell funnel. The resulting solid was washed with distilled water (20 mL) and dried to give ethyl 2-aminopyrimidine-5-carboxylate as a white solid (1.192 g, 7.13 mmol, 76% yield, MS/ESI+ 168.1 [MH]+).  |  [References]
  [1] Patent: US2013/79313,  2013,  A1. Location in patent: Paragraph 1024 [2] Patent: WO2013/45280,  2013,  A1. Location in patent: Page/Page column 276 |  
  
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