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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907714Generated: October 31, 2026

Triethylamine → HCID 59737520, compound

https://huagongshe.com/reaction/1907714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactanttert-Butyl (2-amino-4-(thiophen-2-yl)phenyl)carbamateHCID 57717474—
ReactantHCID 59737294HCID 59737294—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
ProductHCID 59737520HCID 5973752081%

Reaction Steps

To a solution of 164 (0.275 g, 1.17 mmol) in DMF (10 mL) was added triethylamine (0.168 mL, 1.21 mmol) and BOP reagent (0.563 g, 1.27 mmol) and the mixture was stirred at room temperature for 30 min. Then amine 4 (0.309 g, 1.06 mmol) and excess triethylamine (0.443 mL, 3.18 mmol) were added and the reaction mixture was allowed to stir for 18 h at room temperature. Then 4-(dimethylamino)pyridine (catalytic amount) was added and the reaction mixture was heated to 50-60° C. for 24 h. The solution was concentrated, diluted with AcOEt, washed with saturated NaHCO3, H2O, brine, dried over MgSO4, filtered and concentrated. The resulting yellow solid was triturated from ethyl ether to give compound 165 (0.435 g, 81% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598168B2
Source datasetuspto-grants-2013_12
ORD IDord-589d03184ee24d6fa0850a8117423e16
Source noteuspto-grants-2013_12