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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386758Generated: October 26, 2026

Triethylamine → tert-Butyl N-{[1-(4-bromobenzyl)-4-hydroxy-7-methyl-2-oxo-6-(1,3-thiazol-4-ylcarbonyl)-2,5,6,7-tetrahydro-1H-pyrrolo[3,4-b]pyridin-3-yl]carbonyl}glycinate

https://huagongshe.com/reaction/386758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Thiazole-4-carbonyl chlorideHCID 15572100—
ReactantHCID 66850853HCID 66850853—
ReactantHCID 71251569HCID 71251569—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl N-{[1-(4-bromobenzyl)-4-hydroxy-7-methyl-2-oxo-6-(1,3-thiazol-4-ylcarbonyl)-2,5,6,7-tetrahydro-1H-pyrrolo[3,4-b]pyridin-3-yl]carbonyl}glycinateHCID 86649730—

Reaction Steps

To tert-butyl N-{[1-(4-bromobenzyl)-4-hydroxy-7-methyl-2-oxo-2,5,6,7-tetrahydro-1H-pyrrolo[3,4-b]pyridin-3-yl]carbonyl}glycinate (1.344 g, 2.73 mmol, prepared in similar fashion to Intermediate 6 utilizing the appropriate starting materials) was added the product of Step A (0.403 g, 2.73 mmol) and NEt3 (0.38 mL, 2.73 mL). The reaction stirred at rt for about 17 h and was then diluted with EtOAc and washed with aq Na2CO3 (2 M) and brine. The concentrated residue was purified by flash chromatography on silica gel gradient eluted with 0-65% EtOAc/hexane to afford the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372863B2
Source datasetuspto-grants-2013_02
ORD IDord-cbf17ac683f7465ea5188d892c0f1c8b
Source noteuspto-grants-2013_02