(3-Chloropyrazin-2-yl)MethanaMine hydrochloride
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(3-Chloropyrazin-2-yl)MethanaMine hydrochloride
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CAS No:
939412-86-9
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Formula:
C5H7Cl2N3
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Chemical Name:
(3-Chloropyrazin-2-yl)MethanaMine hydrochloride
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Synonyms:
3-Chloro-2-pyrazinemethanamine hydrochloride;2-Pyrazinemethanamine, 3-chloro-, hydrochloride (1:1);QC-6916;3-Chloropyrazine-2-yl-methylamine hydrochloride
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CAS No:
(3-Chloropyrazin-2-yl)MethanaMine hydrochloride Basic Attributes
180.03518
179.001709
DTXSID00655074
2933990090
Safety Information
P264, P270, P280, P301+P312, P305+P351+P338, P310, P330, P501
H302
|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P310, P330, and P501|Aggregated GHS information provided by 40 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
(3-Chloropyrazin-2-yl)MethanaMine hydrochloride Use and Manufacturing
To a solution of 3-chloropyrazine-2-carbonitrile (Compound 101) (6.00 g, 43.0 mmol, 1.0 equiv.) In acetic acid (50 mL) was added Raney nickel (4.00 g) In the hydrogen ball under the room temperature reaction for 1.5 days. The reaction solution was filtered and the filtrate was taken dry and the residue was spin-fed with toluene (40 mL), 1 N HCl (15 mL) and toluene (40 mL) The residue was dissolved in tetrahydrofuran (30 mL), filtered, the cake was spin dried, To give (3-chloropyrazin-2-yl) methanamine hydrochloride (8.75 g, yield: 100percent). Black solid;To a solution of 3-chloropyrazine-2-carbonitrile (160 g, 1.147 mol) in acetic acid (1.5 L) was added Raney Nickel (50percent slurry in water, 70 g, 409 mmol). The resulting mixture was stirred under 4 bar hydrogen at room temperature overnight. Raney Nickel was removed by filtration over decalite and the filtrate was concentrated under reduced pressure and co-evaporated with toluene. The remaining brown solid was dissolved in ethyl acetate at 50°C and cooled on an ice-bath. 2M hydrogen chloride solution in diethyl ether (1.14 L) was added in 30 min. The mixture was allowed to stir at room temperature over weekend. The crystals were collected by filtration, washed with diethyl ether and dried under reduced pressure at 40°C. The product brown solid obtained was dissolved in methanol at 60°C. The mixture was filtered and partially concentrated, cooled to room temperature and diethyl ether (1000 ml) was added. The mixture was allowed to stir at room temperature overnight. The solids formed were collected by filtration, washed with diethyl ether and dried under reduced pressure at 40°C to give 153.5 g of (3-chloropyrazin-2-yl)methanamine. hydrochloride as a brown solid (74.4 percent, content 77 percent).
Computed Properties
Molecular Weight:180.03
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:179.0017026
Monoisotopic Mass:179.0017026
Topological Polar Surface Area:51.8
Heavy Atom Count:10
Complexity:88.3
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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(3-Chloropyrazin-2-yl)MethanaMine hydrochloride
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