2-AMino-4-isopropylbenzoic acid synthesis

7synthesis methods

Product Name:2-AMino-4-isopropylbenzoic acid
CAS Number:774165-27-4
Molecular formula:C10H13NO2
Molecular Weight:179.22

35480-95-6 Synthesis

35480-95-6
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774165-27-4
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Yield:774165-27-4 98%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol; under 760.051 Torr; for 2 h;

Steps:

91.91D

The product of Example 91C (0.697 g, 3.332 mmol) was hydrogenated in methanol(30 mL) with 10% palladium-on-carbon (70 mg) at 1 atmosphere hydrogen pressure (balloon) for 2 hours. The reaction was filtered through a 0.45 micron PTFE membrane and the catalyst thoroughly washed with methanol. The filtrate was concentrated by rotary evaporation to give the title compound (0.585 g, 3.264 mmol, 98%). ¹H NMR (300 MHz, DMSO-D6) δ ppml.15 (d, J=6.62 Hz, 6 H) 2.61 -2.92 (m, 1 H) 6.41 (dd, J=8.46, 1.47 Hz, 1 H) 6.58 (d, J=1.84 Hz, 1 H) 7.60 (d, J=8.46 Hz, 1 H) 8.46 (br s, 2 H); MS (ESI+) m/z 180 (M+H)⁺.

References:

WO2008/133753,2008,A2 Location in patent:Page/Page column 130

943-15-7 Synthesis