1,2-Epoxy-3-methoxypropane → HCID 63930891, compound

HRID 417931Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.[CH2:7]([O:11][CH3:12])[CH:8]1[O:10][CH2:9]1>>[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH2:9][CH:8]([OH:10])[CH2:7][O:11][CH3:12])[CH:6]=1

Participants

Reactant 2

HCID 135891,2-Epoxy-3-methoxypropane

HCID 163754-Bromopyrazole

Product 1

HCID 63930891HCID 63930891, compoundYield 52%

Procedure

A solution of 4-bromopyrazole (200 mg, 1.36 mmol) in methyl glycidyl ether (510 mg, 5.79 mmol) was heated at 100° C. for 70 minutes. After cooling to r.t., the excess methyl glycidyl ether was removed in vacuo to give the title compound (165 mg, 52%) as a clear yellow liquid. δH (CDCl3) 3.21-3.24 (1H, m), 3.31-3.35 (2H, m), 3.38 (3H, s), 4.08-4.30 (3H, m), 7.47-7.50 (2H, m). LCMS (ES+) 235, 237 (M+H)+.

Workup

customthe excess methyl glycidyl ether was removed in vacuo

Sources & evidence

ORD record: ord-b2f8bbd27add47729a5e6786c7c6ddf4
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093238B2

Reaction notes

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