* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
bl . l) Compound (2) To a solution of cyano-N-methylmethanaminium chloride (6.4 g, 39.9 mmol) in chlorobenzene (50 ml) was added dropwise oxalyl chloride (12 ml, 137 mmol) at r. t., then the resulting solution was heated slowly to 90 C and stirred overnight. The solvent was removed, the residue was purified by column chromatography on silica gel (PE:EA=10: 1) to give the title compound as yellow oil (5 g, 70% yield). LC-MS (ESI+): m/e 178 (M+H)+, Rt: 1.54 min.
60%
In 1,2-dichloro-benzene; at 80.0℃; for 8.0h;
d) 3,5-Dichloro-1-methyl-1H-pyrazin-2-one (4c)[0245][0246]3.29 g (30.8 mmoles) of methylamino-acetonitrile hydrochloride is placed in the presence of 19.6 g (154 mmoles) of oxalyl chloride in 30 ml of 1,2-dichlorobenzene. The mixture is heated for 8 hours at 80 C. After concentrating the reaction medium to dryness, the residue obtained is purified by flash chromatography (Petroleum ether-CH2Cl2 gradient 100-0 to 0-100). 3.35 g of intermediate 4c is obtained in beige powder form (yield: 60%).[0247]TLC silica gel 60 F 254 Merck, CH2Cl2-MeOH: 90-10, Rf=0.79.
In chloroform;Reflux;
Step 1. 3,5-dichloro-1-methylpyrazin-2(1H)-one(Methylamino)acetonitrile hydrochloride (2.55 g, 23.9 mmol) was dissolved in chloroform in a 1-neck round-bottom flask (38.93 mL, 486.5 mmol) and oxalyl chloride (6.07 mL, 71.8 mmol) was added. The reaction was heated to reflux overnight and was transferred into a different flask, and the solvent removed by rotary evaporation. The reaction was chromatographed on silica gel using 1:1 EtOAc/hexanes to give the product. Mass spec: [M+1]: 179. 1H NMR (CDCl3): 7.25 (s, 1H), 3.60 (s, 3H).
With triethylamine; In dichloromethane; at 20℃; for 168h;
To a suspension of methylaminoacetonitrile hydrochloride (11.45 g, 107.4 mmol) in DCM (100 ml_) was added triethylamine (31.5 mL, 226 mmol), followed by di-tert-butyl dicarbonate (22.3 g, 102.2 mmol) and the reaction mixture was stirred at room temperature over the weekend. The reaction mixture was filtered, concentrated in vacuo and purified over silica using a gradient of 10-20percent ethyl acetate/cyclohexane. The pure fractions were combined and concentrated to afford the title compound (11.94 g, 69percent) as a colourless liquid. LC-MS (Method 5): 2.82 min, [M+H]+ 171.1.
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
120K+ Compounds
Competitive Price
1-2 Day Shipping
