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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916255Generated: October 31, 2026

Trifluoroacetic acid → HCID 24902685, compound

https://huagongshe.com/reaction/1916255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantChloropyrazineHCID 73277—
ReactantTert-butyl 3-hydroxyazetidine-1-carboxylateHCID 2756801—
ProductHCID 24902685HCID 24902685—

Reaction Steps

Compound P22 was prepared according to the general procedure described for the synthesis of P21 in Preparation 21, using 2-chloropyrazine in place of 2-bromopyridine, to afford P22. LCMS (ESI) m/z 252.4 (M÷1). 1H NMR (400 MHz, CDCl3) δ 1.43 (s, 9H), 3.97 (m, 2H), 4.32 (m, 2H), 5.30 (m, 1H), 8.03 (dd, J=2.5, 1.2 Hz, 1H), 8.16 (d, J=2.5 Hz, 1H), 8.26 (d, Hz, 1H). Compound P22 was deprotected with trifluoroacetic acid as described for tert-butyl 3-hydroxyazetidine-1-carboxylate in the preparation of C19 in Example 3, before being used in the coupling step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618117B2
Source datasetuspto-grants-2013_12
ORD IDord-add8cb8616514e66a9318e5d9c140c88
Source noteuspto-grants-2013_12