Application of (5-Amino-1,3-phenylene)dimethanol

Statistics shows that 71176-54-0 is playing an increasingly important role. we look forward to future research findings about (5-Amino-1,3-phenylene)dimethanol.

Reference of 71176-54-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol, molecular formula is C8H11NO2, molecular weight is 153.18, as common compound, the synthetic route is as follows.

Aniline compound 7 (100 mg, 0.653 mmol) and acid compound 6 (227 mg, 0.685 mmol) were suspended in CH2Cl2/MeOH (4.35 mL/2.2 mL) at rt. EEDQ (323 mg, 1.306 mmol) was added and the reaction was stirred at rt overnight. The solvent was concentrated and the residue was slurried in EtOAc (15 mL) and filtered. The solids were washed with EtOAc (2×15 mL) and was dried under vacuum/N2 to obtain compound 8 as a white solid (260 mg, 85percent yield). 1H NMR (400 MHz, DMSO-d6): delta 9.74 (s, 1H), 8.21-8.19 (m, 2H), 8.11-8.08 (m, 1H), 7.45 (s, 2H), 6.96 (s, 1H), 5.17 (t, 2H, J=5.7 Hz), 4.45 (d, 4H, J=5.6 Hz), 3.87 (d, 2H, J=5.8 Hz), 3.75 (dd, 4H, J=5.7, 13.4 Hz), 3.58 (s, 3H), 2.31-2.27 (m, 2H), 2.16-2.13 (m, 2H), 1.52-1.48 (m, 4H). LCMS=0.886 min (15 min method). Mass observed (ESI+): 489.3 (M+Na).

Statistics shows that 71176-54-0 is playing an increasingly important role. we look forward to future research findings about (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; IMMUNOGEN, INC.; Chari, Ravi V.J.; Miller, Michael Louis; Shizuka, Manami; (250 pag.)US2016/82114; (2016); A1;,
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