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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1177557Generated: November 2, 2026

Azetidine → 2-(4-(Azetidin-1-ylmethyl)-3,5-dimethylphenyl)-5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine

https://huagongshe.com/reaction/1177557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzetidineHCID 10422—
Reactant2,6-Dimethyl-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)benzaldehydeHCID 86638711—
Product2-(4-(Azetidin-1-ylmethyl)-3,5-dimethylphenyl)-5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridineHCID 44599684—

Reaction Steps

Reaction of 2,6-dimethyl-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzaldehyde (29.3 mg, 76 μmol) and azetidine (18 μL, 267 μmol) according to Reference R and the general procedure for reductive amination gave 2-(4-(azetidin-1-ylmethyl)-3,5-dimethylphenyl)-5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine as a light yellow solid. MS (ESI) m/z: Calculated: 425.2; Observed: 426.1 (M++1). 3-(Azetidin-1-yl)-N-(2,6-dimethyl-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzyl)propan-1-amine was also obtained from this reaction as a light yellow solid. MS (ESI) m/z: Calculated: 482.3; Observed: 483.2 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842685B2
Source datasetuspto-grants-2010_11
ORD IDord-ab37f9d9cc6841a0aa9410fe43fe104a
Source noteuspto-grants-2010_11