Ethyl Glycolate → HCID 23070847, compound
Reaction equation
Cl[C:2]1[N:3]([CH3:32])[C:4](=[O:31])[C:5]2[N:6]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[Cl:30])[C:7]([N:11]3[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]3)=[N:8][C:9]=2[N:10]=1.[C:33]([O:37][CH2:38][CH3:39])(=[O:36])[CH2:34][OH:35].[H-].[Na+]>CN1CCCC1=O.C(OCC)(=O)C>[Cl:30][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[N:6]1[C:5]2[C:4](=[O:31])[N:3]([CH3:32])[C:2]([O:35][CH2:34][C:33]([O:37][CH2:38][CH3:39])=[O:36])=[N:10][C:9]=2[N:8]=[C:7]1[N:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:22])([CH3:21])[CH3:23])=[O:18])[CH2:13][CH2:12]1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
10 mg of t-butyl 4-[2-chloro-7-(2-chlorophenyl)-1-methyl-6-oxo-6,7-dihydro-1H-purin-8-yl]piperazine-1-carboxylate and 10 mg of ethyl glycolate were dissolved in 0.2 ml of N-methylpyrrolidone, and 10 mg of sodium hydride was added thereto. The mixture was stirred at room temperature for 2 hours. The reaction solution was dissolved in ethyl acetate, and the mixture was washed with 1N hydrochloric acid. Thus, 24 mg of t-butyl 4-[7-(2-chlorophenyl)-2-ethoxycarbonylmethoxy-1-methyl-6-oxo-6,7-dihydro-1H-purin-8-yl]piperazine-1-carboxylate was obtained. 8 mg of this compound was dissolved in trifluoroacetic acid, and the mixture was concentrated. The residue was purified by reverse-phase high performance liquid chromatography (using an acetonitrile-water mobile phase (containing 0.1% trifluoroacetic acid)) to give 2.11 mg of the title compound.
Workup
- washthe mixture was washed with 1N hydrochloric acid
Sources & evidence
- ORD record
- ord-7c9c3b506bfe4832b16684058a87e9e5
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07772226B2
Reaction notes
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