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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206338Generated: November 1, 2026

2-Aminothiazole → tert-butyl 4-(3-(imidazo[2,1-b]thiazol-6-yl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)-1,4-diazepane-1-carboxylate

https://huagongshe.com/reaction/2206338

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminothiazoleHCID 2155—
Reactanttert-butyl 4-(3-(2-bromoacetyl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)-1,4-diazepane-1-carboxylateHCID 89793974—
SolventEthanolHCID 702—
Producttert-butyl 4-(3-(imidazo[2,1-b]thiazol-6-yl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)-1,4-diazepane-1-carboxylateHCID 8979397549.1%

Reaction Steps

tert-Butyl 4-(3-(2-bromoacetyl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)-1,4-diazepane-1-carboxylate (132 mg, 0.28 mmol) in 5 mL of EtOH was treated with 2-aminothiazole (34.1 mg, 0.34 mmol) at room temperature. The solution was refluxed for 16 hours and concentrated under vacuum. The residue was purified on silica gel to provide tert-butyl 4-(3-(imidazo[2,1-b]thiazol-6-yl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)-1,4-diazepane-1-carboxylate (64.3 mg, 49%). MS m/z 468 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371336B2
Source datasetuspto-grants-2016_06
ORD IDord-0bee919acf2d46b6883ff9ef6078b391
Source noteuspto-grants-2016_06