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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029088Generated: October 31, 2026

Tin tetrachloride → (5-Amino-3-bromo-pyridin-2-yl)-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1029088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTin tetrachlorideHCID 24287—
ReactantTert-butyl 3-bromo-5-nitropyridin-2-ylcarbamateHCID 69810195—
SolventEthanolHCID 702—
Product(5-Amino-3-bromo-pyridin-2-yl)-carbamic acid tert-butyl esterHCID 6571161795.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

(3-Bromo-5-nitro-pyridin2-yl)-carbamic acid tert-butyl ester (100 mg, 0.31 mmol) and tin chloride (298 mg, 1.57 mmol) were dissolved in EtOH (3 mL), and stirred for 2 h at 40° C. The reaction solution was quenched with 2M NaOH, diluted with EtOAc, and filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated to provide (5-amino-3-bromo-pyridin-2-yl)-carbamic acid tert-butyl ester (85 mg, 94% yield) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-fc4b3b2fa35c40368dc2314c1dd528f3
Source noteuspto-grants-2014_05