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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751334Generated: October 28, 2026

4-Methylmorpholine → HCID 67681760, compound

https://huagongshe.com/reaction/1751334

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantTetrahydro-2-furoic acid, (-)-HCID 446666—
ReactantPyBOPHCID 2724699—
ReactantHCID 67681858HCID 67681858—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 67681760HCID 6768176013.8%

Reaction Steps

To a 0° C. solution of methyl (S)-1-((S)-2-(5-(6-(4-(2-((S)-1-((R)-2-amino-2-phenylacetyl) pyrrolidin-2-yl)-1H-imidazol-5-yl)phenyl)naphthalen-2-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate (70 mg, 0.08 mmol) in DMF (1 mL) was added (S)-tetrahydrofuran-2-carboxylic acid (10 mg, 0.09 mmol), PyBOP (52 mg, 0.10 mmol), HOBT (14 mg, 0.10 mmol), and N-methylmorpholine (40 mg, 0.4 mmol) successively. The solution was warmed to rt and allowed to stir for 2 h. The mixture was diluted with EtOAc, washed with 1N HCl, sat. NaHCO3, and brine, dried over MgSO4, and concentrated. The residue was purified by silica gel chromatography to yield product (9.5 mg). LCMS-ESI+: calc'd for C50H54N8O6: 863.01 (M+); Found: 863.31 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156823B2
Source datasetuspto-grants-2015_10
ORD IDord-f56368caf30d4b17a75c0ae3672d065a
Source noteuspto-grants-2015_10