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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359442Generated: November 1, 2026

Picolinic acid → HCID 44554276, compound

https://huagongshe.com/reaction/2359442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolinic acidHCID 1018—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 58154519HCID 58154519—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 44554276HCID 4455427685%

Reaction Steps

To a solution of 6-(3-(trifluoromethoxy)phenyl)pyrido[3,2-d]pyrimidin-4-amine (50 mg, 163 mmol) in DMF (1 mL) was added HATU (124 mg, 330 mmol), pyridine-2-carboxylic acid (20 mg, 163 mmol) and DIPEA (0.07 mL, 330 mmol). The mixture was stirred at room temperature for 18 hours. The reaction mixture was treated with water and extracted with ethyl acetate. The organic layer was washed with brine, dried (MgSO4), concentrated to dryness and the crude product was purified by prep-TLC (10% Methanol in CH2Cl2) to afford N-(6-(3-(trifluoromethoxy)phenyl)pyrido[3,2-d]pyrimidin-4-yl)picolinamide as a yellow solid (57 mg, 85% yield). MS (ESI) calcd for C20H12F3N5O2 (m/z): 411.09. found: 412 [M+1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685970B2
Source datasetuspto-grants-2014_04
ORD IDord-7e6e2715a7234b9f9e674f5295a91abb
Source noteuspto-grants-2014_04