Hydrochloric Acid → Methyl[4-({[3-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)propyl]amino}methyl)phenyl]acetate

HRID 1095328Notes

Reaction equation

HRID 1095328 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:31]C)[N:6]2[CH2:16][CH2:17][CH2:18][NH:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28]([OH:30])=[O:29])=[CH:23][CH:22]=1.Cl.[CH3:34]O>O1CCOCC1>[CH3:34][O:30][C:28](=[O:29])[CH2:27][C:24]1[CH:23]=[CH:22][C:21]([CH2:20][NH:19][CH2:18][CH2:17][CH2:16][N:6]2[C:5](=[O:31])[NH:4][C:3]3[C:7]2=[N:8][C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])=[N:10][C:2]=3[NH2:1])=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 66781394[4-({[3-(6-Amino-2-butoxy-8-methoxy-9H-purin-9-yl)propyl]amino}methyl)phenyl]acetic acid

Product 1

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

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The product from step (viii) (13 g) was dissolved in methanol (100 ml) and 4N—HCl in dioxane (10 ml) added. The reaction mixture was stirred at rt for 24 h. The resultant was concentrated under reduced pressure and aqueous NaHCO3 added to pH 8. The suspension was filtered and the solid collected and dried under reduced pressure to give the subtitle compound. Yield 11 g.

Workup

  1. concentrationThe resultant was concentrated under reduced pressure and aqueous NaHCO3
  2. additionadded to pH 8
  3. filtrationThe suspension was filtered
  4. customthe solid collected
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-90e052c183ab4a549fc2ce4ff46cbde8
Source dataset
uspto-grants-2012_03
Patent number
US08138172B2

Reaction notes

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