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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059671Generated: October 31, 2026

Trifluoroacetic acid → 1,1-Dimethylethyl 3-[(4,6-dimethyl-2-pyrimidinyl)oxy]-1-azetidinecarboxylate

https://huagongshe.com/reaction/2059671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-Chloro-4,6-dimethylpyrimidineHCID 20550—
ReactantTert-butyl 3-hydroxyazetidine-1-carboxylateHCID 2756801—
Product1,1-Dimethylethyl 3-[(4,6-dimethyl-2-pyrimidinyl)oxy]-1-azetidinecarboxylateHCID 59418314—

Reaction Steps

Compound P24 was prepared according to the general procedure described in the preparation of P21, except that 2-chloro-4,6-dimethylpyrimidine was used in place of 2-bromopyridine, to afford P24. LCMS (ESI) m/z 280.3 (M+1). 1H NMR (400 MHz, CDCl3) δ 1.39 (s, 9H), 2.34 (s, 6H), 3.96 (m, 2H), 4.25 (m, 2H), 5.26 (m, 1H), 6.66 (s, 1H). Compound P24 was deprotected with trifluoroacetic acid as described for tert-butyl 3-hydroxyazetidine-1-carboxylate in the preparation of C19, Example 3 before being used in the coupling step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278295B2
Source datasetuspto-grants-2012_10
ORD IDord-791b0ffc7cbf4322943558e8ead2af53
Source noteuspto-grants-2012_10