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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1808936Generated: November 2, 2026

Azetidine → HCID 16222609, compound

https://huagongshe.com/reaction/1808936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzetidineHCID 10422—
Reactant3-Oxo-azetidine-1-carboxylic acid tert-butyl esterHCID 1519404—
Reactant2-(2-Fluoro-4-iodoanilino)-3,4-difluorobenzoic acidHCID 22025663—
ReactantHCID 63164274HCID 63164274—
ProductHCID 16222609HCID 16222609—

Reaction Steps

The title compound was prepared by reacting 3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzoic acid with 1-(azetidin-3-yl)-N,N-dimethylpyrrolidin-3-amine. The azetidine intermediate was preparedusing procedures similar to those described in Abdel-Magid, et. al., Tetrahedron Letters 1990, 31(39), 5595 starting with tert-butyl 3-oxoazetidine-1-carboxylate, which itself was prepared as described in Example 3. The title compound: 1H NMR (400 MHz, CD3OD): 8.50 (d, 1H), 7.94 (t, 1H), 7.50-7.30 (m, 5H), 7.07 (q, 1H), 6.66-6.61 (m, 1H), 4.52-4.48 (m, 2H), 4.31 (s, 2H), 4.23-4.18 (m, 1H), 3.48-3.46 (m, 2H), 3.17-3.13 (m, 2H), 2.88 (s, 3H); MS (EI) for C24H22F3IN4O: 567 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362002B2
Source datasetuspto-grants-2013_01
ORD IDord-16a5299ab25e462da4603dfd861ec583
Source noteuspto-grants-2013_01