Oxalyl chloride → 1,3-Dimethyl-4-[2-[[(E)-4,4,4-trifluorobut-2-enoyl]amino]ethylamino]pyrazolo-[3,4-b]-pyridine-5-carboxamide

(E)-4,4,4-Trifluorobut-2-enoic acid (21 mg, 0.15 mmol) was dissolved in DCM (2 ml containing one drop of dimethyl formamide), oxalyl chloride was added (19 mg, 0.15 mmol) and the solution was stirred at room temperature for 15 minutes. This solution was added to a solution of 4-(2-aminoethylamino)-1,3-dimethyl-pyrazolo[3,4-b]pyridine-5-carboxamide trifluoromethanesulfonate (40 mg, 0.1 mmol) and diisopropylethylamine (60 μl, 0.35 mmol) dissolved in dimethylformamide (1 ml) and the resulting mixture was stirred at room temperature overnight. The volatiles were removed under reduced pressure and the residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 2.1 mg (0.005 mmol, 5.7%).

1. stirringthe resulting mixture was stirred at room temperature overnight
2. customThe volatiles were removed under reduced pressure
3. customthe residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)
4. customto yield 2.1 mg (0.005 mmol, 5.7%)

ORDレコード

ord-0387af41db0544c5ac5486a642657c71

出典データセット

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08877934B2