Methyl iodide → HCID 118023135, compound

HRID 1486546Notes

Reaction equation

[Br:1][C:2]1[C:3](=[O:16])[NH:4][C:5](=[O:15])[N:6]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH:7]=1.I[CH3:18]>>[Br:1][C:2]1[C:3](=[O:16])[N:4]([CH3:18])[C:5](=[O:15])[N:6]([C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9])[CH:7]=1

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 10891610HCID 10891610, compound

Product 1

HCID 118023135HCID 118023135, compoundYield 57%

Procedure

The title compound was obtained according to the procedure described for Example 16 (Step 1), starting from tert-butyl 5-bromo-2,4-dioxo-pyrimidine-1-carboxylate (1.43 g, 4.92 mmol); iodomethane was used herein and the reaction was stirred under nitrogen for 1.5 hrs. The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 70:30) to afford the title compound (0.85 g, 57%) as a white solid. 1H NMR (400 MHz, CDCl3): δ 1.62 (s, 9H), 3.40 (s, 3H), 8.18 (s, 1H).

Workup

customThe crude was purified by column chromatography

Sources & evidence

ORD record: ord-5b5092c9edba467cb64779b689f1ce21
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09428465B2

Reaction notes

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