| Identification | Back Directory | [Name]
2-Pyrimidinamine, N-methyl- (9CI) | [CAS]
931-61-3 | [Synonyms]
NSC 102272
N-Methyl-2-pyrimidinamine
methyl(pyrimidin-2-yl)amine
2-PyriMidinaMine, N-Methyl-
2-Pyrimidinamine, N-methyl- (9CI)
2-Pyrimidinamine, N-methyl- (9CI) ISO 9001：2015 REACH | [Molecular Formula]
C5H7N3 | [MDL Number]
MFCD00234126 | [MOL File]
931-61-3.mol | [Molecular Weight]
109.13 |
| Chemical Properties | Back Directory | [Melting point ]
60-62℃ | [Boiling point ]
216℃ | [density ]
1.144 | [Fp ]
85℃ | [storage temp. ]
2-8°C(protect from light) | [form ]
Solid | [pka]
3.90±0.10(Predicted) | [Appearance]
White to yellow Solid | [InChI]
InChI=1S/C5H7N3/c1-6-5-7-3-2-4-8-5/h2-4H,1H3,(H,6,7,8) | [InChIKey]
BQNXHDSGGRTFNX-UHFFFAOYSA-N | [SMILES]
C1(NC)=NC=CC=N1 |
| Hazard Information | Back Directory | [Synthesis]
Step 1: Synthesis of N-methylpyrimidin-2-amine
To a solution of 2-chloropyrimidine (1 g, 8.7 mmol) in methanol (10 mL) was slowly added a methanolic solution of 2Methylamine (13.2 mL, 26.2 mmol) followed by potassium carbonate (2.5 g, 18 mmol). The reaction flask was sealed and the reaction was stirred at 80 °C overnight. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated by rotary evaporator to remove volatile solvents. The residue was extracted by liquid-liquid partition with distilled water and dichloromethane. The organic layer was separated, dried over anhydrous sodium sulfate, filtered and concentrated to give 2-methylaminopyrimidine (290 mg, 30% yield) as a brown oil. | [References]
[1] Bulletin of the Chemical Society of Japan, 1998, vol. 71, # 8, p. 1973 - 1991
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 17, p. 6626 - 6637
[3] Molecules, 2004, vol. 9, # 7, p. 520 - 526
[4] Patent: WO2011/71716, 2011, A1. Location in patent: Page/Page column 99
[5] Journal of the American Chemical Society, 1954, vol. 76, p. 1065,1067 |
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