Hydrochloric Acid → 1-(3,3-Dihydroxymethyl-4-fluorobutyl)-2-nitroimidazole

HRID 514641Notes

Reaction equation

CC1(C)[O:7][CH2:6][C:5]([CH2:18][F:19])([CH2:8][CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[C:11]2[N+:15]([O-:17])=[O:16])[CH2:4][O:3]1.Cl>C(#N)C>[OH:3][CH2:4][C:5]([CH2:6][OH:7])([CH2:18][F:19])[CH2:8][CH2:9][N:10]1[CH:14]=[CH:13][N:12]=[C:11]1[N+:15]([O-:17])=[O:16]

Participants

Conditions

Temperature: 80 °C

Procedure

2,2-Dimethyl-5-fluoromethyl-5-[2-(2-nitro-1H-imidazol-1-yl)ethyl]-1,3-dioxane was dissolved in 0.5 mL of acetonitrile, 0.5 mL of 1 mol/L hydrochloric acid was added thereto, and the mixture was stirred at 80° C. for 30 minutes. After completion of the reaction, the mixture was concentrated under vacuum to give a trace amount of 1-(3,3-dihydroxymethyl-4-fluorobutyl)-2-nitroimidazole.

Workup

customAfter completion of the reaction
concentrationthe mixture was concentrated under vacuum

Sources & evidence

ORD record: ord-9694582a17ca4b04805360ac7647fe00
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09107964B2

Reaction notes

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