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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192527Generated: November 3, 2026

4-(Trifluoromethoxy)benzoic acid → HCID 44476577, compound

https://huagongshe.com/reaction/2192527

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Trifluoromethoxy)benzoic acidHCID 67613—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 178513273HCID 178513273—
SolventDimethylformamideHCID 6228—
ProductHCID 44476577HCID 4447657746%

Reaction Conditions

Temperature120 °C

Reaction Steps

4-[(Trifluoromethyl)oxy]benzoic acid (Aldrich; 132 mg, 0.642 mmol) was stirred in DMF (1 ml) with HATU (244 mg, 0.642 mmol) and DIPEA (0.28 ml, 1.605 mmol) at room temperature for 30 mins before adding a solution of N-hydroxy-5-isoquinolinecarboximidamide (D1, 100 mg, 0.535 mmol) in DMF (1 ml). The resulting mixture was heated to 120° C. for 30 mins in a Biotage Initiator microwave. The solvent was removed under vacuum and the residue was purified by column chromatography on silica, eluting with 0-80% ethyl acetate in cyclohexane. The relevant fractions were combined and concentrated under vacuum to give the title compound as a white solid (88 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329730B2
Source datasetuspto-grants-2012_12
ORD IDord-e307f8fed0f4401fbc6830b9ea3028e5
Source noteuspto-grants-2012_12