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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