Hydrochloric Acid → HCID 23081934, compound

HRID 1792074Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:22]([CH2:23][C:24]#[C:25][CH3:26])[C:21]3[C:20](=[O:27])[N:19]([CH2:28][CH2:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[C:18](=[O:36])[N:17]([CH2:37][C:38]([O:40]CC)=[O:39])[C:16]=3[N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[N:22]([CH2:23][C:24]#[C:25][CH3:26])[C:21]3[C:20](=[O:27])[N:19]([CH2:28][CH2:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[C:18](=[O:36])[N:17]([CH2:37][C:38]([OH:40])=[O:39])[C:16]=3[N:15]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 4-[7-(2-butynyl)-3-ethoxycarbonylmethyl-1-(2-phenylethyl)-2,6-dioxo-1,2,6,7-tetrahydropurin-8-yl]piperazine-1-carboxylic acid tert-butyl ester (190 mg), ethanol (3 ml), and 1N aqueous sodium hydroxide solution (0.5 ml) was stirred with heating in an oil bath of 50° C. for 2 hours. 1N aqueous hydrochloric acid solution (0.55 ml) was added to the reaction mixture, and the mixture was extracted with ethyl acetate and water. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and crystallized from ethyl acetate-hexane to give 166 mg of the title compound.

Workup

extractionthe mixture was extracted with ethyl acetate and water
washThe organic layer was washed with water and saturated brine
dry with materialdried over anhydrous magnesium sulfate
concentrationconcentrated under reduced pressure
customcrystallized from ethyl acetate-hexane

Sources & evidence

ORD record: ord-8ae045dfb96b445facc711999bb05522
Source dataset: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07074798B2

Reaction notes

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