ChemicalBook--->CAS DataBase List--->6314-12-1

6314-12-1

6314-12-1 Structure

6314-12-1 Structure
IdentificationBack Directory
[Name]

2-PYRIMIDINAMINE, 5-BROMO-4-CHLORO-6-METHYL-
[CAS]

6314-12-1
[Synonyms]

NSC 40200
5-Bromo-4-chloro-6-methylpyrimidin-2-amine
5-Bromo-4-chloro-6-methyl-2-pyrimidinamine
2-Amino-5-bromo-4-chloro-6-methylpyrimidine
2-PYRIMIDINAMINE, 5-BROMO-4-CHLORO-6-METHYL-
2-PYRIMIDINAMINE, 5-BROMO-4-CHLORO-6-METHYL- ISO 9001:2015 REACH
[Molecular Formula]

C5H5BrClN3
[MDL Number]

MFCD00275421
[MOL File]

6314-12-1.mol
[Molecular Weight]

222.473
Chemical PropertiesBack Directory
[density ]

1.815
[storage temp. ]

-20°C, sealed storage, away from moisture and light
[Appearance]

Off-white to light brown Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

2-PYRIMIDINAMINE, 5-BROMO-4-CHLORO-6-METHYL-(6314-12-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Amino-4-chloro-6-methylpyrimidine

5600-21-5

2-PYRIMIDINAMINE, 5-BROMO-4-CHLORO-6-METHYL-

6314-12-1

The general procedure for the synthesis of 5-bromo-4-chloro-6-methyl-2-pyrimidinamine from 2-amino-4-chloro-6-methylpyrimidine is as follows: Example 6: Synthesis of 5-bromo-4-chloro-6-methylpyrimidin-2-amine 1. To a solution of 2-amino-4-chloro-6-methylpyrimidine (5.00 g, 34.8 mmol) in dichloromethane (240 mL) was slowly added bromine (1.88 mL, 36.6 mmol). 2. The reaction mixture was stirred at room temperature for 1.5 hours to form a suspension. 3. After the reaction was complete, the reaction mixture was diluted with dichloromethane (1.3 L). 4. The organic phase was washed sequentially with saturated sodium bicarbonate solution (2 x 200 mL) and brine (200 mL). 5. The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated to give 5-bromo-4-chloro-6-methylpyrimidin-2-amine (7.5 g, 97% yield). Product Characterization: LCMS (M + H): 223 1H NMR (400 MHz, chloroform-d) δ ppm: 2.54 (s, 3H), 5.10 (s, 2H)

[References]

[1] Patent: WO2008/32162, 2008, A1. Location in patent: Page/Page column 62-63
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 15, p. 5098 - 5103
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 17, p. 8082 - 8093
[4] Patent: US2018/215720, 2018, A1. Location in patent: Paragraph 0057; 0059; 0074
[5] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 3, p. 637 - 646
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