Diisopropylethylamine → HCID 53358061、化合物

3,3,3-Trifluoropropanoic acid (0.03 mL, 0.29 mmol), N-[(dimethylamino)(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methylmethanaminium hexafluorophosphate (0.12 g, 0.30 mmol) and diisopropylethylamine (0.21 mL, 1.21 mmol) were added to a stirred solution of 3-{4-[(3R)-piperidin-3-ylamino]pyrimidin-2-yl}pyrazolo[1,5-a]pyridine-5-carbonitrile (Preparation 7b, 0.11 g, 0.24 mmol) in N,N′-dimethylformamide (3 mL) and the mixture was stirred at room temperature for 20 hours. The reaction mixture was then partitioned between dichloromethane and 4% aqueous sodium hydrogen carbonate solution. The organic layer was separated, washed with 4% aqueous sodium hydrogen carbonate solution, dried (MgSO4) and the solvents were evaporated in vacuo. The crude product was purified by flash chromatography (200:1 to 10:1 chloroform/methanol) to give a residue that was repurified by flash chromatography (1:1 hexane/ethyl acetate to 100% ethyl acetate) to give the title compound (0.02 g, 19%) as a pale yellow solid.

1. customThe reaction mixture was then partitioned between dichloromethane and 4% aqueous sodium hydrogen carbonate solution
2. customThe organic layer was separated
3. washwashed with 4% aqueous sodium hydrogen carbonate solution
4. dry with materialdried (MgSO4)
5. customthe solvents were evaporated in vacuo
6. customThe crude product was purified by flash chromatography (200:1 to 10:1 chloroform/methanol)
7. customto give a residue that
8. customwas repurified by flash chromatography (1:1 hexane/ethyl acetate to 100% ethyl acetate)

ORDレコード

ord-ab2c8245dcd643799384cdd3969b220a

出典データセット

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09206183B2