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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046888Generated: November 3, 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/2046888

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 (MH+), Rt=0.78 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592455B2
Source datasetuspto-grants-2013_11
ORD IDord-1eb7e6ac7d32490e85f9a28b9dd926f2
Source noteuspto-grants-2013_11