Introduction of a new synthetic route about 1-(2-Bromophenyl)-N-methylmethanamine

The synthetic route of 698-19-1 has been constantly updated, and we look forward to future research findings.

698-19-1, name is 1-(2-Bromophenyl)-N-methylmethanamine, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 698-19-1

General procedure: To an oven dried Schlenk tube, were added amine 2 (1 mmol) and alkyl (ethyl or methyl or tert-butyl) acrylate (5 mmol) at room temperature under nitrogen atmosphere. The reaction mixture was stirred at 110 C in an oil bath, for 24 h (in case of methyl as well as ethyl acrylates) and for 48 h (in case of tert-butyl acrylate). Progress of the Michael addition was monitored by TLC. The reaction mixture was allowed to attain room temperature, and excess of alkyl acrylate was removed under vacuum (10-2 mbar). To the resultant reaction intermediate (i.e., Michael addition product 3) at room temperature, were added Pd(OAc)2 (10 mol %), PPh3 (20 mol %), and Cs2CO3 (2 mmol) followed by toluene (3 mL) under nitrogen atmosphere. The reaction mixture was then allowed to stir at 80 C for 24 h (in case of 4a-c and 4f), 36 h (in case of 4d, 4e, 4g, 4i, 4j and 4l-n), and 48 h (in case of 4h and 4k) in an oil bath and the progress was monitored by TLC. The mixture was cooled to room temperature, treated with aqueous NH4Cl solution and then extracted with ethyl acetate (3×15 mL). The organic layer was washed with saturated NaCl solution, dried (Na2SO4), and filtered. Evaporation of the solvent under reduced pressure and purification of the crude material by silica gel column chromatography (petroleum ether/ethyl acetate) furnished the tetrahydroisoquinoline 4 (70-85%).

The synthetic route of 698-19-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reddy, Alavala Gopi Krishna; Satyanarayana, Gedu; Tetrahedron; vol. 68; 38; (2012); p. 8003 – 8010;,
Bromide – Wikipedia,
bromide – Wiktionary