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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710132Generated: October 25, 2026

4-Bromo-2-fluorobenzonitrile → Tert-butyl 4-[5-(4-cyano-3-fluorophenyl)benzo[d]oxazol-2-yl]piperidine-1-carboxylate

https://huagongshe.com/reaction/710132

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-2-fluorobenzonitrileHCID 736029—
ReactantTert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazol-2-yl)piperidine-1-carboxylateHCID 71090269—
ProductTert-butyl 4-[5-(4-cyano-3-fluorophenyl)benzo[d]oxazol-2-yl]piperidine-1-carboxylateHCID 7111420747.5%

Reaction Steps

Following the General Procedure-2, the titled compound (70 mg) was prepared from Intermediate 8 (150 mg, 0.35 mmol) and 4-bromo-2-fluorobenzonitrile (70 mg, 0.35 mmol) as a white solid. M.P.: 138-142° C. 1H-NMR (δ ppm, CDCl3, 400 MHz): 7.87 (d, J 1.6, 1H), 7.72-7.68 (m, 1H), 7.59 (d, J 8.5, 1H), 7.53-7.42 (m, 3H), 4.15 (d, J 10.6, 2H), 3.20-3.11 (m, 1H), 3.00 (t, J 11.8, 2H), 2.2-2.12 (m, 2H), 1.98-1.86 (m, 2H), 1.56 (S, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181214B2
Source datasetuspto-grants-2015_11
ORD IDord-2675565f0ff2401089426b3afee9dfdd
Source noteuspto-grants-2015_11