Trifluoroacetic acid → 2-[(1,2,3,4-Tetrahydro-isoquinoline-5-carbonyl)-amino]-indan-2-carboxylic acid

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Reaction Steps

5-(2-Carboxy-indan-2-ylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (72) (650 mg, 1.49 mmol) is dissolved in 30% solution of TFA in DCM (10 mL) and the resulting solution is stirred at RT for 2 h. The solution is concentrated to give a TFA salt of 2-[(1,2,3,4-tetrahydro-isoquinoline-5-carbonyl)-amino]-indan-2-carboxylic acid (670 mg, 100%). This TFA salt (250 mg, 0.56 mmol) is dissolved in 6N aqueous solution of HCl (20 mL). The resulting suspension is stirred overnight and turned into a clear solution. The solution is concentrated to give a pure product (73) as white solid (130 mg, 62%).

Provenance & Evidence