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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538079Generated: October 29, 2026

Triethylamine → HCID 178487291, compound

https://huagongshe.com/reaction/538079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 178487293HCID 178487293—
SolventDimethylformamideHCID 6228—
ProductHCID 178487291HCID 17848729178.9%

Reaction Steps

Triethyl amine (0.39 ml, 2.77 mmol) was added to solution of HATU (1.05 g, 2.77 mmol) and trans-4-(6-Methoxy-3-methyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-cyclohexanecarboxylic acid (0.8 g, 2.5 mmol) in DMF (15 ml). The mixture was stirred at room temperature for 20 minutes and then tert-butyl-1-piperazinecarboxylate (0.47 g, 2.52 mmol) was added. The mixture was stirred at room temperature overnight, the solvent was removed under reduced pressure and the crude product was dissolved in DCM (50 ml). The organic solution was washed with HCl 1M (2×40 ml) and then with a saturated solution of NaHCO3. The organic solution was dried over Na2SO4, filtered and the solvent removed. Purification by silica column using cyclohexane/EtOAc (8/1) as eluent gave the titled compound (960 mg, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865704B2
Source datasetuspto-grants-2014_10
ORD IDord-25d83281913a45d391754aef2d1c7d4e
Source noteuspto-grants-2014_10