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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269995Generated: October 26, 2026

Sodium Carbonate → HCID 86610755, compound

https://huagongshe.com/reaction/269995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic acid 1,3-propanediol esterHCID 642685—
ReactantHCID 86610756HCID 86610756—
SolventMethanolHCID 887—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 86610755HCID 8661075597%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 7-bromo-isoquinoline-5-sulfonic acid (2-amino-ethyl)-amide carbamic acid t-butyl ester (1.50 g, 3.49 mmol), 2-phenyl-1,3,2-dioxaborinane (1.129 g, 6.98 mmol), Pd(dppb)Cl2 (211 mg, 0.0349 mmol) and Na2CO3 (2.0M, 12 mL) in ethylene glycol dimethyl ether (60 mL) and CH3OH (15 mL) is heated to 80° C. (oil bath) with stirring overnight. After cooling to room temperature, the mixture is diluted with EtOAc, filtered and concentrated. The residue is dissolved in EtOAc, washed with brine and dried over Na2SO4. The crude material is chromatographed on silica gel (gradient 50% EtOAc in hexane) to give 1.45 g (97% yield) 7-phenyl-isoquinoline-5-sulfonic acid (2-amino-ethyl)-amide carbamic acid t-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449477B2
Source datasetuspto-grants-2008_11
ORD IDord-37021b198eff4adea582323388cd9a13
Source noteuspto-grants-2008_11