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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643883Generated: October 30, 2026

Triethylamine → 2-Benzyloxy-6-{(E)-4-[6-benzyloxy-7-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-naphthalen-2-yl]-but-3-enyloxy}-N,N-dimethylbenzamide

https://huagongshe.com/reaction/643883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
Reactant2-Benzyloxy-6-but-3-enyloxy-N,N-dimethylbenzamideHCID 66750490—
Reactant5-(3-(Benzyloxy)-7-bromonaphthalen-2-yl)-1,2,5-thiadiazolidin-3-one 1,1-dioxideHCID 66750633—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
Product2-Benzyloxy-6-{(E)-4-[6-benzyloxy-7-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-naphthalen-2-yl]-but-3-enyloxy}-N,N-dimethylbenzamideHCID 66750675—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a microwave vial is added 5-(3-benzyloxy-7-bromonaphthalen-2-yl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (36 mg, 0.082 mmol), 2-benzyloxy-6-but-3-enyloxy-N,N-dimethylbenzamide (53 mg, 0.163 mmol), Pd(OAc)2 (5 mg, 0.021 mmol) and 2-(di-t-butylphosphino)biphenyl (6 mg, 0.021 mmol). The mixture is diluted with acetonitrile (2 mL) and triethylamine (0.023 mL, 0.163 mmol). This is stirred in a microwave for 30 min at 100° C. The reaction mixture is filtered, acidified with 1 N HCl solution and extracted with EtOAc. The organic layer is concentrated and used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700633B2
Source datasetuspto-grants-2010_04
ORD IDord-7f4dc55d4d6745dab7be9952ca919edc
Source noteuspto-grants-2010_04