Electric Literature of 4535-90-4, These common heterocyclic compound, 4535-90-4, name is 2-Chloro-N-methylethanamine hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A mixture of intermediate 33 (0.56 g; 1.46 mmol), tetrabutylammonium bromide (0.12 g; 0.37 mmol) and KOH (1.23 g; 21.9 mmol) in 2-methyltetrahydrofuran (8.5 mL) and water (1 mL) was heated at 50C for 1 hour. Methylaminoethyl chloride hydrochloride (0.34 g; 2.63 mmol) was added and the mixture was heated at 50C overnight. Water (200 mL) was added and the mixture was extracted with DCM (3 x 150 mL). The combined organic layers were dried over Na2S04, filtered and concentrated. The residue was purified by column chromatography over silica gel (eluent: DCM/MeOH 98/2 to 85/15). The fractions containing the product were collected and concentrated to afford after trituration in Et20 and drying under vacuum to give 0.408 g of the expected compound. This solid was purified by achiral SFC on (AMINO thetamuiotatauiota 150×21.2mm; mobile phase: 0.3% isopropylamine, 75% C02, 25% MeOH) to give 308 mg of an intermediate residue which was crystallized from Et20 to afford 256 mg (40%) of compound 30 . MP: 120C (gum) (Kofler).
The synthetic route of 4535-90-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ASTEX THERAPEUTICS LIMITED; ANGIBAUD, Patrick Rene; OBRINGER, Michel; MARIN, Julien Jeremie Joseph; JEANTY, Matthieu; WO2013/61077; (2013); A1;,
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