3-(Trifluoromethyl)pyrrolidine → 6,7-dihydro-5H-cyclopenta(d)pyrimidine

Participants

Reaction Steps

2,4-dichloro-7-(4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine (Preparation H) was reacted as described in Preparation Hr with 3-trifluoromethylpyrrolidine to afford 2-chloro-7-(4-fluorophenyl)-4-(3-(trifluoromethyl)pyrrolidin-1-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine-4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine (Preparation Ht) as a mixture of 4 diasteriomers. LC-MS (M+H)+=386.1. 1H NMR (500 MHz, CDCl3) δ ppm 7.05-7.11 (2 H, m), 6.96 (2 H, t, J=8.70 Hz), 4.14-4.20 (1 H, m), 3.89-4.02 (2 H, m), 3.75-3.86 (2 H, m), 3.17-3.28 (1 H, m), 3.06-3.16 (1 H, m), 2.99 (1 H, dq, J=15.95, 8.01 Hz), 2.50-2.61 (1 H, m), 2.13-2.30 (2 H, m), 1.95-2.06 (1 H, m)

Provenance & Evidence