Triethylamine → Methyl(4-{[[3-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9h-purin-9-yl)propyl](n,n-dimethylglycyl)amino]methyl}phenyl)acetate

HRID 1095330Notes

Reaction equation

HRID 1095330 reaction equation
[CH3:1][O:2][C:3](=[O:32])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][NH:12][CH2:13][CH2:14][CH2:15][N:16]2[C:24](=[O:25])[NH:23][C:22]3[C:17]2=[N:18][C:19]([O:27][CH2:28][CH2:29][CH2:30][CH3:31])=[N:20][C:21]=3[NH2:26])=[CH:7][CH:6]=1.Cl.[CH3:34][N:35]([CH3:40])[CH2:36][C:37](Cl)=[O:38].C(N(CC)CC)C>CC#N>[CH3:1][O:2][C:3](=[O:32])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][N:12]([CH2:13][CH2:14][CH2:15][N:16]2[C:24](=[O:25])[NH:23][C:22]3[C:17]2=[N:18][C:19]([O:27][CH2:28][CH2:29][CH2:30][CH3:31])=[N:20][C:21]=3[NH2:26])[C:37](=[O:38])[CH2:36][N:35]([CH3:40])[CH3:34])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 139949912-(Dimethylamino)acetyl chloride hydrochlorideHCID 90697362Methyl[4-({[3-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)propyl]amino}methyl)phenyl]acetate

Product 1

HCID 24961332Methyl(4-{[[3-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9h-purin-9-yl)propyl](n,n-dimethylglycyl)amino]methyl}phenyl)acetate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The product of example 1, step (ix) (200 mg) was suspended in MeCN. N,N-dimethylglycyl chloride hydrochloride (110 mg) and triethylamine (0.19 ml) were added and the mixture stirred at rt for 10 h. The mixture was purified by RPHPLC. Yield 100 mg.

Workup

  1. customThe mixture was purified by RPHPLC

Sources & evidence

ORD record
ord-17f49a02c9634a5a8714682b1b9315cb
Source dataset
uspto-grants-2012_03
Patent number
US08138172B2

Reaction notes

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