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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570932Generated: October 25, 2026

Temozolomide → 3-Methyl-8-(4-phenyloxazol-2-yl)imidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-one

https://huagongshe.com/reaction/570932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTemozolomideHCID 5394—
ReactantPhenacyl bromideHCID 6259—
Product3-Methyl-8-(4-phenyloxazol-2-yl)imidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-oneHCID 498707681%

Reaction Conditions

Temperature130 °C

Reaction Steps

Temozolomide (0.200 g; 1.03 mmol) and 2-bromoacetophenone (0.246 g; 1.24 mmol) were stirred in a sealed tube under nitrogen, and heated to 130° C. for 1 hour. The mixture was cooled, and then concentrated in vacuo before being applied directly to the head of a chromatography column (SiO2) and purified by column chromatography (DCM:MeOH, 5:1), to give the title compound as a yellow powder (0.003 g; 1%). δH (DMSO-d6) 8.97 (1H, s), 8.88 (1H, s), 7.91 (2H, t, J=7.4), 7.50 (2H, t, J=7.4), 7.39 (1H, t, J=7.4), 3.90 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09024018B2
Source datasetuspto-grants-2015_05
ORD IDord-b539e4404e004055ae843be7b7fe575d
Source noteuspto-grants-2015_05