Tetrahydrofuran → HCID 58075806, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2,4-dichloro-7-(4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine (Preparation H) (100 mg, 0.353 mmol) in THF (1766 μL) was added (R)-1-cyclopropylethanamine, HCl (172 mg, 1.413 mmol) and DIEA (493 μL, 2.83 mmol). The mixture was stirred at 60° C. for 5 days. The crude product was purified by Prep-HPLC get 2-chloro-N-((R)-1-cyclopropylethyl)-7-(4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine (Preparation Haa) (74 mg, 0.223 mmol, 63.1% yield). LC-MS (M+H)+=332.3. 1H NMR (500 MHz, CDCl3) δ ppm 7.06-7.18 (m, 2 H) 7.00 (td, J=8.70, 1.53 Hz, 2 H) 4.65 (d, J=5.80 Hz, 1 H) 4.26 (t, J=7.17 Hz, 1 H) 3.63-3.79 (m, 1 H) 2.62-2.82 (m, 3 H) 2.04-2.16 (m, 1 H) 1.26-1.40 (m, 3 H) 0.94 (qd, J=8.24, 3.36 Hz, 1 H) 0.42-0.62 (m, 3 H) 0.24-0.40 (m, 1 H).

Provenance & Evidence