Methanol → HCID 11755954, compound

HRID 720615Notes

Reaction equation

HRID 720615 reaction equation
[C:1]([NH:4][C:5]1[CH:36]=[CH:35][C:8]([CH2:9][C:10]2[NH:18][C:17]3[C:16](=[O:19])[N:15]([CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[F:27])[C:14](=[O:28])[N:13]([CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33])[C:12]=3[N:11]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].S(Cl)(Cl)=O.[CH3:41]O>ClCCl.O1CCCC1>[CH3:41][O:33][C:32](=[O:34])[CH2:31][CH2:30][CH2:29][N:13]1[C:12]2[N:11]=[C:10]([CH2:9][C:8]3[CH:35]=[CH:36][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[CH:6][CH:7]=3)[NH:18][C:17]=2[C:16](=[O:19])[N:15]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[F:27])[C:14]1=[O:28]

Participants

5

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 10074423HCID 10074423, compound

Product 1

HCID 11755954HCID 11755954, compound

Reagents, catalysts & solvents 1

HCID 21919333Tetrahydrofurane dichloromethaneSolvent

Procedure

Prepared by reaction of 4-[8-(4-acetylamino-benzyl)-1-(2-fluorobenzyl)-2,6-dioxo-1,2,6,7-tetrahydro-purin-3-yl]-butyric acid with thionyl chloride in dichloromethane/tetrahydrofuran at room temperature and then reaction with excess methanol. Crystallization from methanol gave the product as a colorless solid. MS, m/z(M+H)=508.1986.

Workup

  1. customCrystallization from methanol

Sources & evidence

ORD record
ord-f7d52b47033a49e99cb656697fe0c484
Source dataset
uspto-grants-2006_11
Patent number
US07135475B2

Reaction notes

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