Reaktion #166241

Reaktionsgleichung

4-(2-fluoro-4-iodophenylamino)-1H-indazole-5-carboxylic acid ((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-amide

hydrochloric acid

dioxane

→

title compound

4-(2-Fluoro-4-iodophenylamino)-1H-indazole-5-carboxylic acid ((R)-2,3-dihydroxy-propoxy)-amide

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenbefore being concentrated in vacuo

Vorschrift

To a solution of 4-(2-fluoro-4-iodophenylamino)-1H-indazole-5-carboxylic acid ((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-amide (135 mg, 0.26 mmol) in methanol (4 mL) was added hydrochloric acid in dioxane (2 mL, 4N, 8 mmol). The reaction mixture was stirred at room temperature for 1 hour before being concentrated in vacuo. The resultant residue was subjected to flash chromatography (Si—SPE, gradient 0-10% methanol in DCM) to yield the title compound as an off white solid (94 mg, 75%). LCMS (Method A): RT=7.67 min, [M+H]+=487. 1H NMR (DMSO-d6, 400 MHz) 13.20 (1H, s), 11.67 (1H, s), 9.94 (1H, s), 7.66 (1H, dd, J=10.30, 1.92 Hz), 7.47 (1H, d, J=8.79 Hz), 7.45-7.41 (1H, m), 7.22 (1H, s), 7.01 (1H, d, J=8.78 Hz), 6.92 (1H, t, J=8.64 Hz), 3.92-3.85 (1H, m), 3.76-3.58 (2H, m), 3.41-3.31 (2H, m).

Quelle