2-Aminoindane → N4-(2,3-dihydro-1H-inden-2-yl)-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

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Reaction Steps

The titled compound was synthesized according to the procedure described for preparation of N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 29) using 2,3-dihydro-1H-inden-2-ylamine instead of cyclopentanamine. The crude material was purified by column chromatography eluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1), and then the final product was washed with diethyl ether to afford the titled compound as a white solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.86 (s, 3H), 2.11 (s, 3H), 2.76 (bs, 2H), 2.99 (bs, 2H), 4.49 (bs, 2H), 4.61 (bs, 1H), 6.23 (bs, 1H), 6.72-6.79 (m, 1H), 7.12 (bs, 4H), 7.216-7.23 (m, 1H), 7.21-7.29 (m, 1H), 7.65-7.73 (m, 1H), 8.41 (bs, 1H); MS (ESI) m/z 346.8 (M+1)+.

Provenance & Evidence