Sodium ethoxide → HCID 59395785, compound

HRID 1097672Notes

Reaction equation

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

Participants

Conditions

Temperature: 140 °C

Procedure

To ethyl 4-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)butanoate (185 mg, 0.52 mmol) and (1Z)-2-(3,5-dichlorophenyl)-N-hydroxyethanimidamide (126 mg, 0.58 mmol; Entry 23, Table 7) in dry EtOH (2 ml) was added 21% wt. ethanolic sodium ethoxide solution (0.29 ml, 0.78 mmol) and the mixture was heated by microwaves at 140° C. for 10 min. The reaction was worked up by partition between EtOAc and 2M HCl and evaporating the organic phase. Purification by MDAP afforded the title compound as a solid (135 mg).

Workup

customby partition between EtOAc and 2M HCl
customevaporating the organic phase
customPurification by MDAP

Sources & evidence

ORD record: ord-37649a88b62b478fb0eff70d214d6485
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08143264B2

Reaction notes

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