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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172684Generated: November 1, 2026

Diisopropylethylamine → HCID 71230903, compound

https://huagongshe.com/reaction/2172684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Amino-2-methylpyridineHCID 728670—
ReactantTetramethylfluoroformamidinium hexafluorophosphateHCID 2774761—
Reactant4-[5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzoic acidHCID 10491405—
SolventDimethylformamideHCID 6228—
ProductHCID 71230903HCID 71230903—

Reaction Conditions

Temperature50 °C

Reaction Steps

To compound 12b, 4-(5-trifluoromethyl-[1,2,4]oxadiazol-3-yl)-benzoic acid, (40 mg, 0.155 mmol) in DMF (516 μL) was added TFFH (82 mg, 0.310 mmol), 2-methylpyridin-4-amine (33.5 mg, 0.310 mmol) and DIPEA (81 μL, 0.465 mmol). The reaction was stirred at 50° C. for 1.5 h. The reaction mixture was subjected to purification by reverse phase prep-HPLC (gradient elution, water/MeCN both containing 0.1% TFA). Fractions containing the desired compound were combined and freeze-dried. The resulting material was dissolved in a mix of ACN/MeOH. They were loaded on a PL-HCO3 MP cartridge (from StratoSpheres™ SPE) and eluted with ACN (3 ml). The eluate was diluted with water (10 ml) and freeze-dried to yield the final compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056843B2
Source datasetuspto-grants-2015_06
ORD IDord-123ada3483ee444aa1175eb1f4b982c8
Source noteuspto-grants-2015_06