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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242086Generated: October 30, 2026

Diisopropylethylamine → HCID 69585935, compound

https://huagongshe.com/reaction/1242086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(bromomethyl)benzoateHCID 2734813—
Reactant2-amino-7-aminomethyl-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl esterHCID 69586029—
SolventAcetonitrileHCID 6342—
ProductHCID 69585935HCID 6958593568%

Reaction Steps

To a solution of 2-amino-7-aminomethyl-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester (100 mg, 0.38 mmol) and N,N-diisopropylethylamine (72 μL, 0.41 mmol) in acetonitrile (6 ml) at 0° C. was added 2-bromomethyl-benzoic acid methyl ester (43 mg, 0.19 mmol). The reaction mixture was stirred for 16 hours and the solvent evaporated in vacuo. The residue was diluted in ethyl acetate (50 ml), washed with 1N hydrochloric acid, saturated sodium bicarbonate, brine, dried (MgSO4), filtered and the solvent evaporated in vacuo, which afforded 50 mg (68%) of 2-amino-7-(1-oxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115624B1
Source datasetuspto-grants-2006_10
ORD IDord-e6a96816f72e47a0b5f1521d8851a045
Source noteuspto-grants-2006_10