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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197266Generated: October 30, 2026

Hydrochloric Acid → HCID 76578003, compound

https://huagongshe.com/reaction/2197266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydroxylamineHCID 787—
Reactant4-MethylmorpholineHCID 7972—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantHCID 76578007HCID 76578007—
SolventDimethylformamideHCID 6228—
ProductHCID 76578003HCID 7657800335%

Reaction Steps

To a solution of the compound obtained in step c above (20c) (166 mg, 0.401 mmol) in DMF (5 mL) was added BOP reagent (213 mg, 0.481 mmol) at 0° C. After stirring for 30 min, HONH2×HCl (50 mg, 11.38 mmol) and N-methylmorpholine (0.15 mL, 1.34 mmol) were added. The mixture was warmed to room temperature and stirred overnight. The solvent was removed and the residue was partitioned between EtOAc and saturated NH4Cl solution. The aqueous layer was extracted with EtOAc, the organic layer was dried and concentrated. The residue was purified by silica gel column chromatography to afford the title compound as a white solid (60 mg, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338471B2
Source datasetuspto-grants-2012_12
ORD IDord-c539219c0d6d4ceca2f388faa10161e0
Source noteuspto-grants-2012_12