6-Amino-2-N-Boc-1,2,3,4-tetrahydro-isoquinoline → 6-[8-(2-Methoxy-5-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

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Reaction Steps

6-[8-(2-Methoxy-5-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester was prepared from 2-chloro-8-(2-methoxy-5-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridine (0.250 g, 0.763 mmol) and 6-amino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (0.284 g, 1.14 mmol) in a manner analogous to Example 311a and 311b to give product. MP=86-90° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.59 (s, 1H), 8.78 (d, 1H), 7.95 (s, 1H), 7.80 (d, 1H), 7.62 (d, 1H), 7.45 (m, 2H), 7.38 (d, 1H), 7.05 (m, 2H), 4.40 (m, 2H), 3.85 (s, 3H), 3.52 (m, 2H), 2.75 (m, 2H), 1.42 (s, 9H): MS=540 (MH)+.

Provenance & Evidence