| Identification | Back Directory | [Name]
2-Pyrimidinamine, 5-methyl- (9CI) | [CAS]
50840-23-8 | [Synonyms]
5-Methyl-2-pyrimidinamine
5-methylpyrimidin-2-amine
2-amino-5-methylpyrimidine
5-Methylpyrimidine-2-amine
5-Methyl-2-aminopyrimidine
2-PyriMidinaMine, 5-Methyl-
5-Methyl-pyrimidin-2-ylamine
Pyrimidine, 2-amino-5-methyl-
2-Pyrimidinamine, 5-methyl- (9CI)
2-Pyrimidinamine, 5-methyl- (9CI) ISO 9001：2015 REACH | [Molecular Formula]
C5H7N3 | [MDL Number]
MFCD00463477 | [MOL File]
50840-23-8.mol | [Molecular Weight]
109.13 |
| Chemical Properties | Back Directory | [Melting point ]
192-193℃ | [Boiling point ]
194.6°C (rough estimate) | [density ]
1.155 | [refractive index ]
1.5340 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
solid | [pka]
4.20±0.10(Predicted) | [Appearance]
White to yellow Solid | [InChI]
1S/C5H7N3/c1-4-2-7-5(6)8-3-4/h2-3H,1H3,(H2,6,7,8) | [InChIKey]
MHZNCOBCMWBPPM-UHFFFAOYSA-N | [SMILES]
Cc1cnc(N)nc1 |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [WGK Germany ]
3 | [HS Code ]
2933599590 | [Storage Class]
13 - Non Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Uses]
5-Methylpyrimidin-2-amine is a useful research chemical compound used in the preparation of highly potent macrocyclic ALK inhibitors as potential antitumors. | [Synthesis]
Step 1: 2-Chloro-5-methylpyrimidine (10.0 g, 77.79 mmol) was dissolved in industrial methanol (IMS, 100 mL) followed by addition of 35% ammonia (100 mL). The reaction mixture was transferred to an autoclave, sealed and reacted at 200 °C for 4 hours. Upon completion of the reaction, it was cooled to room temperature and most of the solvent was removed by concentration via rotary evaporator. Water (25 mL) was added to the residue and a solid was precipitated. The solid was collected by filtration and dried under vacuum to afford 2-amino-5-methylpyrimidine (7.85 g, 92% yield) as an off-white solid. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 8.06 (s, 2H), 6.30 (s, 2H), 2.03 (s, 3H).LCMS analysis showed m/z 110 [M + H]+. | [Purification Methods]
Crystallise it from water or *benzene/pet ether and sublime it at 50o/0.5mm. [Beilstein 24 H 87.] | [References]
[1] Patent: WO2013/132376, 2013, A1. Location in patent: Page/Page column 205
[2] Journal of Medicinal Chemistry, 2014, vol. 57, # 11, p. 4720 - 4744
[3] Chemische Berichte, 1905, vol. 38, p. 3397
[4] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 5, p. 1261 - 1266 |
|
| Company Name: |
China Langchem Inc.
|
| Telephone: |
021-58956006,021-58950017 15800617331 |
| Website: |
www.isotopemall.com/ |
| Company Name: |
SynAsst Chemical.
|
| Telephone: |
021-60343070 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15848/0_EN.htm |
|