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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615985Generated: October 30, 2026

6-Methylpyridine-2-carboxylic acid → HCID 58268015, compound

https://huagongshe.com/reaction/1615985

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Methylpyridine-2-carboxylic acidHCID 70282—
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 58255771HCID 58255771—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58268015HCID 5826801564.4%

Reaction Steps

6-Methyl-2-pyridinecarboxylic acid (74 mg, 0.54 mmol) and HATU (250 mg, 0.65 mmol) were dissolved in DMF (4 ml) and then DIPEA (0.23 ml) was then added. The mixture was stirred under nitrogen for 30 min. 6-bromo-1-methyl-1H-indazol-4-amine (135 mg, 0.60 mmol) was then added and stirring was continued under nitrogen overnight. Addition of water was followed by extraction of the resultant mixture with DCM (2×10 ml). The organics were combined and concentrated in vacuo then the residue was purified by chromatography on silica eluting with a gradient of 0-100% ethyl acetate in DCM. Fractions containing desired material were combined and concentrated in vacuo to afford the title compound (120 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765743B2
Source datasetuspto-grants-2014_07
ORD IDord-111ce5fd2ca44b33bdefc8847ceb860a
Source noteuspto-grants-2014_07