Trifluoroacetic acid → [7-(2-Methoxyphenyl)-3-methyl-2,6-dioxo-8-(piperazin-1-yl)-2,3,6,7-tetrahydropurin-1-yl]-acetic acid trifluoroacetate

HRID 1792023Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:22]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[O:29][CH3:30])[C:21]3[C:20](=[O:31])[N:19]([CH2:32][C:33]([OH:35])=[O:34])[C:18](=[O:36])[N:17]([CH3:37])[C:16]=3[N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41]>>[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41].[CH3:30][O:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[N:22]1[C:21]2[C:20](=[O:31])[N:19]([CH2:32][C:33]([OH:35])=[O:34])[C:18](=[O:36])[N:17]([CH3:37])[C:16]=2[N:15]=[C:14]1[N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 23536871HCID 23536871, compound

Product 1

HCID 69542343[7-(2-Methoxyphenyl)-3-methyl-2,6-dioxo-8-(piperazin-1-yl)-2,3,6,7-tetrahydropurin-1-yl]-acetic acid trifluoroacetate

Procedure

4-[7-(2-Methoxyphenyl)-1-(carboxymethyl)-3-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl]piperazine-1-carboxylic acid tert-butyl ester (3 mg) was dissolved in trifluoroacetic acid (0.5 ml), and the reaction mixture was stirred at room temperature for 30 minutes. After the solvent was removed, the residue was purified by reversed phase high performance liquid chromatography to give 4.14 mg of the title compound.

Workup

customAfter the solvent was removed
customthe residue was purified by reversed phase high performance liquid chromatography

Sources & evidence

ORD record: ord-0ceea3281bb1491ebbae20028e5ddf5e
Source dataset: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07074798B2

Reaction notes

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