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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1745416Generated: November 3, 2026

Diisopropylethylamine → HCID 69585935, compound

https://huagongshe.com/reaction/1745416

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 numberUS07019026B1
Source datasetuspto-grants-2006_03
ORD IDord-773c2d1f852543c197b9a223d070b25a
Source noteuspto-grants-2006_03