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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1411301Generated: October 31, 2026

Acetoxyacetyl chloride → 5-(3-(azetidin-1-yl)-3-oxopropyl)-1'-(2-hydroxyacetyl)-N-(5-methoxythiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

https://huagongshe.com/reaction/1411301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoxyacetyl chlorideHCID 26297—
ReactantAzetidine hydrochlorideHCID 12308726—
Reactant5-Methoxy-1,3-thiazol-2-amineHCID 20316283—
Reactant1-(2-(Trimethylsilyl)ethyl) 1'-tert-butyl 5-(3-ethoxy-3-oxopropyl)spiro[indoline-3,3'-pyrrolidine]-1,1'-dicarboxylateHCID 90449764—
Product5-(3-(azetidin-1-yl)-3-oxopropyl)-1'-(2-hydroxyacetyl)-N-(5-methoxythiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamideHCID 89520515—

Reaction Steps

The captioned compound was obtained in the form of a white solid by performing the same reactions and/or treatments as those in Step 5 of Example 383, and Examples 1, 2, 3, 29, and 85, with the exceptions that the 1-(2-(trimethylsilyl)ethyl) 1′-tert-butyl 5-(3-ethoxy-3-oxopropyl)spiro[indoline-3,3′-pyrrolidine]-1,1′-dicarboxylate obtained in Step 1 of Example 412 was used instead of 1-(2-(trimethylsilyl)ethyl) 1′-tert-butyl 5-(methylsulfonyl)spiro[indoline-3,3′-pyrrolidine]-1,1′-dicarboxylate, that 2-amino-5-methoxythiazole was used instead of 2-amino-5-chlorothiazole hydrochloride, that acetoxyacetyl chloride was used instead of acetyl chloride, and that azetidine hydrochloride was used instead of dimethylamine hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921576B2
Source datasetuspto-grants-2014_12
ORD IDord-82571852eb3948f28964317bbab5dc53
Source noteuspto-grants-2014_12