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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366180Generated: November 3, 2026

Dimethyl Sulfide → Tert-butyl (6-formylpyrimidin-4-yl)carbamate

https://huagongshe.com/reaction/2366180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfideHCID 1068—
ReactantOzoneHCID 24823—
Reactanttert-Butyl 6-vinylpyrimidin-4-ylcarbamateHCID 66803845—
SolventMethanolHCID 887—
ProductTert-butyl (6-formylpyrimidin-4-yl)carbamateHCID 23593604100%

Reaction Steps

To a stirred solution of tert-butyl 6-vinylpyrimidin-4-ylcarbamate (4.4 g, 0.020 mol) in MeOH (200 mL) at −78° C. was bubbled O3 for 1 hour. N2 was bubbled through the mixture for 10 minutes and then dimethylsulfide (1.24 g, 0.020 mol) was added dropwise. After addition, the solvent was removed under reduced pressure to give the crude desired product (4.6 g, over 100% yield) which was used in the next step without purification. LCMS (ESI) m/z: 224.1 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697708B2
Source datasetuspto-grants-2014_04
ORD IDord-c9205ca227c944c2bba0a5074dd9ef68
Source noteuspto-grants-2014_04