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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908423Generated: October 31, 2026

Sodium Hydroxide → HCID 67388662, compound

https://huagongshe.com/reaction/908423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-6-methylpyridin-3-olHCID 88500—
Reactant2-Amino-5-bromonicotinic acidHCID 737445—
SolventWaterHCID 962—
ProductHCID 67388662HCID 6738866235.6%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 2-amino-5-bromo-pyridine-3-carboxylic acid (1 g), 2-amino-6-methyl-pyridin-3-ol (1.4 g) and polyphosphoric acid (10 g) was stirred at 200° C. for 5 hours. The resulting mixture was cooled to room temperature, diluted with water (4 ml) and basified to pH 12 with aqueous NaOH 10N, then 2N. The reaction mixture was extracted with dichloromethane/acetonitrile, the organic phase was washed with water, a saturated aqueous solution of brine, dried over magnesium sulfate and concentrated to afford the crude product 5-bromo-3-(5-methyloxazolo[4,5-b]pyridin-2-yl)pyridin-2-amine (0.500 g) as a solid. NMR Spectrum: (DMSOd6) 2.60 (s, 3H), 7.35 (d, 1H), 7.85 (bs, 2H), 8.10 (d, 1H), 8.35 (d, 1H), 8.37 (d, 1H); Mass spectrum: M+H+ 304-306.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017611B2
Source datasetuspto-grants-2011_09
ORD IDord-a2be1f258f0648df84ae2333af33b771
Source noteuspto-grants-2011_09