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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2385806Generated: October 26, 2026

2-Aminopyrimidine-5-boronic acid, pinacol ester → 9-(2-Amino-pyrimidin-5-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid (2-hydroxy-ethyl)-isopropyl-amide

https://huagongshe.com/reaction/2385806

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Aminopyrimidine-5-boronic acid, pinacol esterHCID 17750212—
Reactant9-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid (2-hydroxy-ethyl)-isopropyl-amideHCID 58204002—
Product9-(2-Amino-pyrimidin-5-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid (2-hydroxy-ethyl)-isopropyl-amideHCID 5820416212%

Reaction Steps

Following the procedure for 277, 9-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid (2-hydroxy-ethyl)-isopropyl-amide (53.4 mg, 0.130 mmol) and 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (34.4 mg, 0.156 mmol) were reacted to give 281 (6.6 mg, 12% yield, M+1 426.1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263633B2
Source datasetuspto-grants-2012_09
ORD IDord-a4096820e7434913bd6902f244401df9
Source noteuspto-grants-2012_09