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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010947Generated: November 3, 2026

Dichloromethane → 8-Bromo-2-[(2,2-dimethylpentyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

https://huagongshe.com/reaction/1010947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantN-bromobutanimideHCID 67184—
Reactant2-[(2,2-Dimethylpentyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amineHCID 57699798—
SolventChloroformHCID 6212—
Product8-Bromo-2-[(2,2-dimethylpentyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amineHCID 57699797103.3%

Reaction Steps

To 2-[(2,2-dimethylpentyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (372 mg) in dry chloroform (4.05 mL) at 0° C. was added NBS (209 mg) in a single portion. The reaction was warmed to room temperature and was stirred for 5 h. The mixture was taken up into DCM (20 mL) and washed with water (30 mL). The organics were separated and dried using a hydrophobic frit then concentrated in vacuo to afford the title compound as a green/brown viscous foam (475 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977344B2
Source datasetuspto-grants-2011_07
ORD IDord-672c12ae6d83471e83a0332c73990885
Source noteuspto-grants-2011_07