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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192663Generated: November 1, 2026

6-Bromo-5-fluoropicolinic Acid → (+/-)-tert-butyl 5-(3-(6-bromo-5-fluoropicolinamido)pyridin-4-yl)-7-methyl-2-oxohexahydrobenzo[d]oxazole-3(2H)-carboxylate

https://huagongshe.com/reaction/2192663

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Bromo-5-fluoropicolinic AcidHCID 53401194—
Reactant(+/-)-tert-butyl 5-(3-aminopyridin-4-yl)-7-methyl-2-oxohexahydrobenzo[d]oxazole-3(2H)-carboxylateHCID 68409051—
SolventEthyl AcetateHCID 8857—
Product(+/-)-tert-butyl 5-(3-(6-bromo-5-fluoropicolinamido)pyridin-4-yl)-7-methyl-2-oxohexahydrobenzo[d]oxazole-3(2H)-carboxylateHCID 72238215—

Reaction Steps

Following Method 9, (+/−)-tert-butyl 5-(3-aminopyridin-4-yl)-7-methyl-2-oxohexahydrobenzo[d]oxazole-3(2H)-carboxylate and 6-bromo-5-fluoropicolinic acid were coupled and following addition of EtOAc and washing with H2O, NaCl(sat.) and drying over MgSO4, (+/−)-tert-butyl 5-(3-(6-bromo-5-fluoropicolinamido)pyridin-4-yl)-7-methyl-2-oxohexahydrobenzo[d]oxazole-3(2H)-carboxylate was obtained. LCMS (m/z): 549.2/551.2 (MN), Rt=0.78 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329732B2
Source datasetuspto-grants-2012_12
ORD IDord-94e36a90b27049d3a9905f24dd93a2a9
Source noteuspto-grants-2012_12