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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500819Generated: November 3, 2026

Trifluoroacetic acid → HCID 178460022, compound

https://huagongshe.com/reaction/1500819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl AcetateHCID 8857—
ReactantN-(3-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)phenyl)acrylamideHCID 68388524—
SolventChloroformHCID 6212—
SolventHexaneHCID 8058—
ProductHCID 178460022HCID 178460022—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of Compound 3 (70 mg, 0.175 mmol) in chloroform (15 mL) was added trifluoroacetic acid (3 mL) and heated to 50° C. overnight. The reaction was evaporated and diluted with water; pH was adjusted to 8-10 with sodium carbonate solution. The aqueous phase was extracted with dichloromethane twice (2×25 mL). The organic layer was dried over sodium sulphate and concentrated to get the crude, which was passed through 100-200 mesh silica gel eluting the EXAMPLE 1 at 60% ethyl acetate in hexane as pale yellow colour solid. MS-ES+ 277.9, 1H NMR (400 MHz, DMSO-D6-D6) 4: 13.29 (s, 1H), 10.29 (s, 1H), 8.74 (d, 1H), 8.40 (d, 1H), 8.03 (s, 1H), 7.69 (m, 1H), 7.43 (m, 2H), 6.44 (m, 1H), 6.26 (dd, 1H), 5.78 (dd, 1H), 2.55 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206188B2
Source datasetuspto-grants-2015_12
ORD IDord-6f707de7d853461f8f748127fbb86b30
Source noteuspto-grants-2015_12