Development of a Nitrene-Type Rearrangement for the Commercial Route of the JAK1 Inhibitor Abrocitinib

DOI: 10.1021/acs.oprd.0c00366

Source and publish data:

Organic Process Research and Development p. 608 - 615 (2021)

Update date:2022-08-04

Topics:

Authors:

Connor, Christina G.

Deforest, Jacob C.

Dietrich, Phil

Do, Nga M.

Doyle, Kevin M.

Eisenbeis, Shane

Greenberg, Elizabeth

Griffin, Sarah H.

Jones, Brian P.

Jones, Kris N.

Karmilowicz, Michael

Kumar, Rajesh

Lewis, Chad A.

McInturff, Emma L.

McWilliams, J. Christopher

Mehta, Ruchi

Nguyen, Bao D.

Rane, Anil M.

Samas, Brian

Sitter, Barbara J.

Ward, Howard W.

Webster, Mark E.

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Article abstract of DOI:10.1021/acs.oprd.0c00366

The development of a commercial route toward the JAK1 inhibitor abrocitinib is described. The application of a late-stage Lossen rearrangement provided the desired cis-diaminocyclobutane, which was subsequently sulfonylated using a novel water-tolerable triazole sulfonylating reagent to provide the active pharmaceutical ingredient.

Full text of DOI:10.1021/acs.oprd.0c00366

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Product name:3-Oxo-cyclobutanecarboxylic acid isopropyl ester

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