| Identification | Back Directory | [Name]
2-CHLORO-4-METHOXYPYRIMIDINE | [CAS]
22536-63-6 | [Synonyms]
2-CHLORO-4-METHOXYPYRIMIDINE
2-Chloro-6-methoxypyrimidine
2-Chloro-4-methoxy-1,2-diazine
Pyrimidine, 2-chloro-4-methoxy-
2-Chloro-4-methoxypyrimidine 98%
Pyrimidine, 2-chloro-4-methoxy- (6CI,8CI,9CI)
2-CHLORO-4-METHOXYPYRIMIDINE ISO 9001：2015 REACH | [Molecular Formula]
C5H5ClN2O | [MDL Number]
MFCD00194055 | [MOL File]
22536-63-6.mol | [Molecular Weight]
144.56 |
| Chemical Properties | Back Directory | [Melting point ]
54-57 °C(lit.)
| [Boiling point ]
96-97 °C(Press: 18 Torr) | [density ]
1.292±0.06 g/cm3(Predicted) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Crystalline Powder | [pka]
0.07±0.20(Predicted) | [color ]
White to yellow | [InChI]
1S/C5H5ClN2O/c1-9-4-2-3-7-5(6)8-4/h2-3H,1H3 | [InChIKey]
BDXYNMVQMBCTDB-UHFFFAOYSA-N | [SMILES]
COc1ccnc(Cl)n1 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26-36 | [WGK Germany ]
3
| [HS Code ]
29335990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
2-Chloro-4-methoxypyrimidine is a pharmaceutical intermediate compound used in the preparation of Rilpivirine, a non-nucleoside reverse transcriptase inhibitor (NNRTI) used in the treatment of Human Immunodeficiency Virus (HIV) infections, which prevents the replication of the virus. | [Synthesis]
2-Chloro-4-methoxypyrimidine is prepared by the reaction of 2,4-Dichloropyrimidine and Sodium Methoxide. The specific synthesis steps are as follows:
To a solution of 2,4-dichloropyrimidine (41.8 g, 280 mmol) in methanol (900 mL)was added a solution of CH3ONa (15.2 g, 280 mmol) in 100 mL methanol at 0 °C. The mixturewas stirred at rt for overnight. The mixture was concentrated under reduce pressure to give awhite solid, which was diluted with water (400mL) and extracted with ethyl acetate (500 mL x3). The combined organic layer was washed with brine, dried, concentrated to give 2-chloro-4-methoxypyrimidine (40 g, yield: 98percent) as white solid. ESI-MS (M+H): 145.0. ‘H NMR (400 MHz, CDC13) (5: 8.30 (d, J= 5.6 Hz ,1H), 6.68 (s, J= 5.6 Hz ,1H), 4.02 (s, 3H).
 | [References]
[1] Patent: WO2015/89337, 2015, A1. Location in patent: Paragraph 0170
[2] Organic Letters, 2006, vol. 8, # 16, p. 3513 - 3516
[3] Patent: WO2018/191577, 2018, A1. Location in patent: Page/Page column 56; 60; 61
[4] Tetrahedron, 1997, vol. 53, # 34, p. 11595 - 11626
[5] Chemical and Pharmaceutical Bulletin, 1959, vol. 7, p. 297 |
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J & K SCIENTIFIC LTD.
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Energy Chemical
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www.energy-chemical.com |
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Tetranov Biopharm
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13526569071 |
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China Langchem Inc.
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0086-21-58956006 |
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