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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2243553Generated: October 27, 2026

Diisopropylamine → HCID 68540484, compound

https://huagongshe.com/reaction/2243553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
ReactantP-HydroxynorephedrineHCID 6931143—
ReactantEthyl 4'-(2-methanesulfonyloxyethoxy)biphenyl-4-carboxylateHCID 23090736—
SolventDimethylformamideHCID 6228—
ProductHCID 68540484HCID 6854048457.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

Diisopropylamine (0.40 mL) was added to a mixture of ethyl 4′-(2-methanesulfonyloxyethoxy)biphenyl-4-carboxylate (0.32 g) and 4-((1R,2S)-2-amino-1-hydroxypropyl)phenol (0.32 g) in N,N-dimethylformamide (6 mL), and the mixture was stirred for 14 hrs at 80° C. After being cooled to room temperature, the reaction mixture was partitioned between methylene chloride and water. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: methylene chloride/methanol=15/1) to afford ethyl 4′-{2-[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl-amino]ethoxy}biphenyl-4-carboxylate (0.22 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07674938B2
Source datasetuspto-grants-2010_03
ORD IDord-c5d4a28785924b7284739943c0859d33
Source noteuspto-grants-2010_03