HCID 59733734, compound → HCID 11590854, compound

Participants

Reaction Conditions

Reaction Steps

To a sealed tube was added 2-[2-(3,5-difluoro-phenyl)-ethyl]-oxirane (0.124 g, 0.673 mmol) and 5-(3-tert-butyl-phenyl)-2-methyl-4,5,6,7-tetrahydro-2H-indazol-5-ylamine (0.174 g, 0.614 mmol) in a solution of isopropyl alcohol (2.5 mL). The reaction mixture was heated at 120° C. for 4 h and concentrated to yield crude product. The crude product was purified by flash chromatography, eluting with 50% hexane in ethyl acetate, 5% CH3OH in CH2Cl2 and conc. NH4OH to afford 0.089 g (0.19 mmol, 31%) of the 1-[5-(3-tert-butyl-phenyl)-2-methyl-4,5,6,7-tetrahydro-2H-indazol-5-ylamino]-4-(3,5-difluoro-phenyl)-butan-2-ol 2. HPLC purification afforded the trifluoroacetic acid salt: retention time (min)=1.80, method [1]; 1H NMR (300 MHz, CD3OD): δ 7.60 (d, J=2 Hz, 1H), δ 7.59-7.27 (m, 4H), δ 6.81-6.75 (m, 3H), δ 3.81 (s, 3H), δ 3.75 (m, 1H), δ 3.70 (s, 2H), δ 3.09-3.02 (m, 2H), δ 2.88-2.04 (m, 6H), δ 1.71-1.61 (m, 1H), δ 1.37 (m, 2H), δ 1.28 (s, 9H); MS (ESI) 468.3 (M+H).

Provenance & Evidence