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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159967Generated: October 25, 2026

Lithium Hydroxide → 3-[3-(2-Chloro-4-pyrimidinyl)-4-fluoropyrazolo[1,5-a]pyridin-2-yl]aniline

https://huagongshe.com/reaction/1159967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantSodium BicarbonateHCID 516892—
ReactantN-{3-[3-(2-chloro-4-pyrimidinyl)-4-fluoropyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamideHCID 86618783—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-[3-(2-Chloro-4-pyrimidinyl)-4-fluoropyrazolo[1,5-a]pyridin-2-yl]anilineHCID 5951143296.2%

Reaction Steps

To the solution of N-{3-[3-(2-chloro-4-pyrimidinyl)-4-fluoropyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamide (0.40 g) in THF (27 mL) and water (3 mL) was added 5% LiOH solution (2.3 mL). The reaction was kept stirring at rt for 15 h and was worked up with sat. NaHCO3 solution (20 mL) and extracted with EtOAc (2×20 mL). The organic phase was dried (Na2SO4) and concentrated to afford the crude 3-[3-(2-chloro-4-pyrimidinyl)-4-fluoropyrazolo[1,5-a]pyridin-2-yl]aniline (0.30 g, 95% yield) as yellow solid. ES-LC/MS (M+H)+=340.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812022B2
Source datasetuspto-grants-2010_10
ORD IDord-1a68a08a62924e6094dac113f996773d
Source noteuspto-grants-2010_10