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

HRID 1186253Notes

Reaction equation

[ClH:1].[NH2:2][C:3]1[N:11]=[C:10]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])[N:9]=[C:8]2[C:4]=1[NH:5][C:6](=[O:42])[N:7]2[CH2:17][CH2:18][CH2:19][N:20]([CH2:30][C:31]1[CH:32]=[C:33]([CH2:37][C:38]([O:40][CH3:41])=[O:39])[CH:34]=[CH:35][CH:36]=1)[CH2:21][CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>CO>[ClH:1].[NH2:2][C:3]1[N:11]=[C:10]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])[N:9]=[C:8]2[C:4]=1[NH:5][C:6](=[O:42])[N:7]2[CH2:17][CH2:18][CH2:19][N:20]([CH2:30][C:31]1[CH:32]=[C:33]([CH2:37][C:38]([O:40][CH3:41])=[O:39])[CH:34]=[CH:35][CH:36]=1)[CH2:21][CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1

Participants

Conditions

Temperature: 60 °C

Procedure

A 80 mM solution of hydrochloric acid in methanol (65.0 μl, 5.2 μmol) was added to a solution of methyl (3-{[[3-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)propyl](3-morpholin-4-ylpropyl)amino]methyl}phenyl)acetate (3.0 mg, 5.3 μmol) dissolved in methanol (1.5 ml) at room temperature. The solution was shaken at 60° C. for one hour, then cooled to 5° C. After 30 minutes, the solvent was left to slowly evaporate at 5° C., to give methyl (3-{[[3-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)propyl](3-morpholin-4-ylpropyl)amino]methyl}phenyl)acetate monohydrochloride as the final product.

Workup

temperaturecooled to 5° C
waitAfter 30 minutes
waitthe solvent was left
customto slowly evaporate at 5° C.

Sources & evidence

ORD record: ord-efff998cdcce4b7a8b86e23083057eb1
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08673907B2

Reaction notes

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