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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241402Generated: October 30, 2026

Boron tribromide → (6-Aminopyrimidin-4-yl)methanol

https://huagongshe.com/reaction/1241402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantTert-butyl 6-(methoxymethyl)pyrimidin-4-ylcarbamateHCID 21934671—
SolventDichloromethaneHCID 6344—
Product(6-Aminopyrimidin-4-yl)methanolHCID 21934615—

Reaction Steps

To a solution of tert-butyl 6-(methoxymethyl)pyrimidin-4-ylcarbamate (100 mg, 0.42 mmole) in CH2Cl2 (2 mL) was added BBr3 (2.1 mL, 1M solution in CH2Cl2, 2.1 mmole) dropwise at −20° C. After 1.5 hours, the mixture was quenched with MeOH and concentrated. The solid was taken up in MeOH and concentrated (2×) and dried in vacuo to give the title compound as a tan solid. 1H-NMR (300 MHz, d6-DMSO) δ 8.63 (s, 1H), 6.64 (s, 1H), 4.50 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115597B2
Source datasetuspto-grants-2006_10
ORD IDord-04f85b49e491433799983b6d31883e50
Source noteuspto-grants-2006_10