Hydrochloric Acid → HCID 59023729, compound

Participants

Reaction Conditions

Reaction Steps

6N hydrochloric acid (1 mL) was added to a mixture of N4-(7-benzo[b]thiophen-2-yl-1H-indazol-5-yl)-N4-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-pyrimidine-2,4-diamine (prepared from example #F.8.1, via general procedures O then N, 0.179 g, 0.339 mmol) in ethanol (2 mL). The reaction mixture was heated to about 65° C. for about 1 hour then cooled to about ambient temperature. The solvents were evaporated and the residue was purified by reverse phase chromatography (Thermo Hypersil-Keystone 250×21.2 mm 8μ Hypersil® HS C18 column; 5% acetonitrile/0.1 M aqueous ammonium acetate −100% acetonitrile over 20 min, 100% acetonitrile hold 5 minutes, 21 mL/min) to afford (3-[(2-amino-pyrimidin-4-yl)-(7-benzo[b]thiophen-2-yl-1H-indazol-5-yl)-amino]-propan-1-ol (0.022 g, 0.053 mmol) as an off white solid; RP-HPLC (Table 1, Method e) Rt 1.77 min.; m/z: (M+H)+ 417.1.

Provenance & Evidence