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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1157551Generated: November 1, 2026

3-(2-Chloroethoxy)aniline → HCID 59513692, compound

https://huagongshe.com/reaction/1157551

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(2-Chloroethoxy)anilineHCID 28064937—
ReactantN-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamideHCID 59513717—
CatalystHydrochloric AcidHCID 313—
SolventIsopropanolHCID 3776—
ProductHCID 59513692HCID 5951369278.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

N-{3-[3-(2-Chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamide (1.0 g, 2.75 mmol) (see Example 1, Step C) was stirred in (20 mL) of i-PrOH and 3-[(2-chloroethyl)oxy]aniline (0.494 g, 2.89 mmol) was added along with 3 drops of conc. HCl and heated to 85° C. for 18 h. The mixture was filtered hot and washed with i-PrOH to yield the titled product as a yellow solid as the HCl salt (1.2 g, 74% yield). ES-LC/MS m/z 553 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807673B2
Source datasetuspto-grants-2010_10
ORD IDord-a0ea840f344f4955bd646b14c1300925
Source noteuspto-grants-2010_10