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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362968Generated: October 25, 2026

Dimethylformamide → Trifluoroacetic acid

https://huagongshe.com/reaction/1362968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant3-(Trifluoromethyl)benzoic acidHCID 9963—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-(1-methyl-1H-pyrazol-5-yl)-4-(2-(pyrrolidin-1-yl)ethoxy)benzenamineHCID 46832484—
ProductTrifluoroacetic acidHCID 6422—
Product[3-(2-Methyl-2H-pyrazol-3-yl)-4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3-trifluoromethyl-benzamideHCID 11612277—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of HATU (113 mg, 0.30 mmol), triethylamine (55.7 μl, 0.400 mmol) and 3-trifluoromethyl-benzoic acid (57 mg, 0.30 mmol) in DMF (1.0 mL) was stirred at room temperature. After 15 min, 3-(2-Methyl-2H-pyrazol-3-yl)-4-(2-pyrrolidin-1-yl-ethoxy)-phenylamine (57.0 mg, 0.200 mmol) was added, and the mixture was stirred at 100° C. for 10 minutes in microwave. The mixture was purified by HPLC to give title compound as a burgundy on (TFA salt, 42 mg, 46% yield). Exact mass calculated for C24H25F3N4O2 458.2. found 459.4 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884101B2
Source datasetuspto-grants-2011_02
ORD IDord-d415cfa773df4b7981fac7e17aef7bef
Source noteuspto-grants-2011_02