| Identification | Back Directory | [Name]
ETHYL 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE | [CAS]
776-53-4 | [Synonyms]
4-Amino-2-(methylthio)-
4-AMINO-2-METHYLSULFANYL-PYRIMIDINE-5-CA...
hyl 4-aMino-2-(Methylthio)pyriMidine-5-carboxylate
thyl 4-aMino-2-(Methylthio)pyriMidine-5-carboxylate
Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate
ETHYL 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE
Ethyl 4-aMino-2-(Methylthio)-5-pyriMidinecarboxylate
ethyl 4-amino-2-methylsulfanyl-pyrimidine-5-carboxylate
Ethyl 4-amino-2-(methylsulfanyl)-5-pyrimidinecarboxylate
ethyl 4-azanyl-2-methylsulfanyl-pyrimidine-5-carboxylate
ETHYL-4-AMINO-2-METHYL MERCAPTO-PYRIMIDINE-4-CARBOXYLATE
Ethyl 4-amino-2-(methylthio)pyrimidine-5-carboxylate ,97%
4-AMINO-2-METHYLTHIO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER
4-Amino-2-(methylthio)-5-pyrimidinecarboxylic Acid Ethyl Ester
PyriMidin-5-carboxylic acid 4-aMino-2-(Methylthio)-, ethyl ester
5-PyriMidinecarboxylic acid, 4-aMino-2-(Methylthio)-, ethyl ester
4-AMINO-2-METHYLSULFANYL-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER
4-Amino-2-(methylsulphanyl)pyrimidine-5-carboxylic acid ethyl ester
JR-14015, Ethyl 4-amino-2-(methylthio)pyrimidine-5-carboxylate, 97%
ETHYL 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE ISO 9001：2015 REACH | [Molecular Formula]
C8H11N3O2S | [MDL Number]
MFCD00090781 | [MOL File]
776-53-4.mol | [Molecular Weight]
213.26 |
| Chemical Properties | Back Directory | [Melting point ]
127-128 °C | [Boiling point ]
370.3±22.0 °C(Predicted) | [density ]
1.31±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
solid | [pka]
2.46±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C8H11N3O2S/c1-3-13-7(12)5-4-10-8(14-2)11-6(5)9/h4H,3H2,1-2H3,(H2,9,10,11) | [InChIKey]
QINRQIZOBCQKAZ-UHFFFAOYSA-N | [SMILES]
C1(SC)=NC=C(C(OCC)=O)C(N)=N1 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
Ethyl 4-amino-2-(methylthio)pyrimidine-5-carboxylate is used for preparation of pyrimidopyrimidines as protein kinase inhibitors.
| [Synthesis]
Step 1. Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate (100 g, 0.43 mol), tetrahydrofuran (THF, 500 mL) and triethylamine (TEA, 186 mL, 1.29 mol) were added sequentially to a 2L three-neck flask. 28% aqueous ammonium hydroxide solution (400mL) was added in batches under stirring and the reaction temperature was controlled to be below 30°C. After 2 hrs of reaction, water (1000 mL) was added and THF was removed by vacuum distillation.The reaction mixture was filtered and the solid product was collected and dried under vacuum at 50 °C to afford ethyl 4-amino-2-(methylthio)pyrimidine-5-carboxylate as a white solid (90 g, 99% yield). The product was analyzed by LC/MS showing m/z = 213.9 [M+H]+; 1H-NMR (DMSO-d6, 400MHz) δ 8.57 (s, 1H), 8.03 (br, 1H), 7.65 (br, 1H), 4.27 (q, J = 7.5Hz, 2H), 2.46 (s, 3H), 1.29 (t, J = 7.2Hz , 3H). | [References]
[1] Patent: US2015/31674, 2015, A1. Location in patent: Paragraph 0319
[2] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 12, p. 1241 - 1246
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 11, p. 5520 - 5541
[4] Patent: WO2014/182829, 2014, A1. Location in patent: Page/Page column 42
[5] Patent: WO2015/120049, 2015, A1. Location in patent: Page/Page column 126; 127 |
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