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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814002Generated: November 1, 2026

Potassium Carbonate → 2-(4-Hydroxymethyl-3-methyl-pyridin-2-ylamino)-thiazole-5-carbonitrile

https://huagongshe.com/reaction/1814002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPyridine, hydrofluoride (1:1)HCID 64774—
Reactant2-[4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-pyridin-2-ylamino]-thiazole-5-carbonitrileHCID 131724817—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Hydroxymethyl-3-methyl-pyridin-2-ylamino)-thiazole-5-carbonitrileHCID 11345593—

Reaction Steps

2-[4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-pyridin-2-ylamino]-thiazole-5-carbonitrile (10-3, 0.920 g, 2.55 mmol) was dissolved in 5 mL THF. HF-pyridine (Aldrich), 0.5 mL, was added and the reaction was stirred at room temperature. After 4 hours an additional 0.5 mL of HF-pyridine was added and the reaction was allowed to stir overnight. After a total of 18 hours the reaction was diluted with water and the pH was adjusted to 7 with K2CO3 (s). The resulting precipitate was filtered and washed with water. Air drying afforded the crude product as an orange solid, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875767B2
Source datasetuspto-grants-2005_04
ORD IDord-4303301a1b054d5591b54667655d3aa6
Source noteuspto-grants-2005_04