6933-47-7, Name is Methyl 4-amino-2-methylbenzoate, 6933-47-7, belongs to esters-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.
A solution of 143 3,5-dichloro-4-ethoxybenzoic acid (7: R1=Et) (285mg, 1.21mmol) and 144 DIPEA (1.05mL, 6.05mmol) in 35 DMF (2.5mL) was added to 38 HATU (690mg, 1.82mmol) and the orange mixture was stirred for 5min prior to the addition of 145 methyl 4-amino-2-methylbenzoate (8: R=R2=Me) (200mg, 1.21mmol) in DMF (1mL). The resulting dark orange solution was stirred for 18h. 2M 117 HCl (10mL) was added and stirring continued for 10min, and then the mixture was extracted with diethyl ether. The organic layer was washed with water (3¡Á15mL), dried over MgSO4, filtered and the solvent was evaporated in vacuo. The yellow residue was purified by silica gel chromatography (40g, 0-100% 45 EtOAc in 136 isohexane) to afford 146 methyl 4-(3,5-dichloro-4-ethoxybenzamido)-2-methylbenzoate (10: R1=Et, R=R2=Me) (267mg, 56%): 1H NMR (400MHz, CDCl3) delta 7.97 (d, J=8.5Hz, 1H), 7.81 (2H, s), 7.83-7.77 (1H, m), 7.59-7.48 (2H, m), 4.18 (2H, q, J=7.0Hz), 3.89 (3H, s), 2.63 (3H, s), 1.49 (3H, t, J=7.0Hz). m/z 380 (M-H)- (ES-).
Statistics shows that Methyl 4-amino-2-methylbenzoate is playing an increasingly important role. we look forward to future research findings about 6933-47-7.
Reference:
Article; Clarke, Earl; Jarvis, Christopher I.; Goncalves, Maria B.; Kalindjian, S. Barret; Adams, David R.; Brown, Jane T.; Shiers, Jason J.; Taddei, David M.A.; Ravier, Elodie; Barlow, Stephanie; Miller, Iain; Smith, Vanessa; Borthwick, Alan D.; Corcoran, Jonathan P.T.; Bioorganic and Medicinal Chemistry; vol. 26; 4; (2018); p. 798 – 814;,
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