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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527583Generated: October 25, 2026

Diisopropylethylamine → HCID 67966834, compound

https://huagongshe.com/reaction/527583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acidHCID 2755936—
ReactantHCID 67960647HCID 67960647—
SolventDimethylformamideHCID 6228—
ProductHCID 67966834HCID 6796683473.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

In a 8 ml vial 6-[(3-ethyl-1,3-dihydro-2-benzofuran-4-yl)oxy]-3-pyridinamine (Intermediate 108, 10 mg) was dissolved in N,N-dimethylformamide (1 ml) to give a colourless solution. DIPEA (10.22 μl, 0.059 mmol), (2R)-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)butanoic acid (9.52 mg, 0.047 mmol) and, finally, TBTU (15.03 mg, 0.047 mmol) were added. The reaction mixture was shaken at 60° C. After overnight shaking, the reaction was completed. The reaction mixture was evaporated under vacuum to give the crude product as a yellow oil which was purified via Biotage SP1 (with Cyclohexane/EtOAc as eluents from 2:1 to 1:1 in 10 CV; then 2:1 for 5 CV; 10 g SNAP Silica column). The collected fractions afforded the title compound as a colourless oil (12.7 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346790B2
Source datasetuspto-grants-2016_05
ORD IDord-03bb8348d8554e829b8d07bca7fcc910
Source noteuspto-grants-2016_05