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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010977Generated: October 30, 2026

N-bromobutanimide → 8-Bromo-2-[(2-cyclopropylethyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

https://huagongshe.com/reaction/1010977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant2-[(2-Cyclopropylethyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amineHCID 57699600—
SolventChloroformHCID 6212—
Product8-Bromo-2-[(2-cyclopropylethyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amineHCID 5769966793.8%

Reaction Conditions

Temperature1 °C

Reaction Steps

2-[(2-Cyclopropylethyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (1.579 g) was dissolved in chloroform (15 mL) and was cooled in an ice bath to 1° C. NBS (1.02 g) was added gradually, keeping the reaction temperature below 2° C. The reaction was stirred for 30 mins (with cooling in an ice bath) before being allowed to warm to room temperature. The reaction was then stirred for 6 h. Chloroform (50 mL) was added and the mixture was partitioned with water (50 mL) and was separated using a hydrophobic frit. The organics were evaporated under reduced pressure to give the title compound as a brown foam (1.867 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977344B2
Source datasetuspto-grants-2011_07
ORD IDord-4f9cd807e1cc4a0ea47bc87de4fe92d8
Source noteuspto-grants-2011_07