Potassium Carbonate → Methyl (3-{[[4-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)butyl](2-morpholin-4-ylethyl)amino]methyl}phenyl)acetate

HRID 869357Notes

Reaction equation

HRID 869357 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:14]([O:15]C)=[N:13][C:12]2[C:7]1=[N:8][C:9]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])=[N:10][C:11]=2[NH2:17].[N:23]1([CH2:29][CH2:30][NH2:31])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:39][C:40]1[CH:41]=[C:42]([CH2:46][C:47]([O:49][CH3:50])=[O:48])[CH:43]=[CH:44][CH:45]=1>>[NH2:17][C:11]1[N:10]=[C:9]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])[N:8]=[C:7]2[C:12]=1[NH:13][C:14](=[O:15])[N:6]2[CH2:5][CH2:4][CH2:3][CH2:2][N:31]([CH2:39][C:40]1[CH:41]=[C:42]([CH2:46][C:47]([O:49][CH3:50])=[O:48])[CH:43]=[CH:44][CH:45]=1)[CH2:30][CH2:29][N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1

Participants

5

Reactant 4

HCID 11430Potassium CarbonateHCID 4082852-MorpholinoethylamineHCID 10014651(3-Bromomethyl-phenyl)-acetic acid methyl esterHCID 231585119-(4-Bromobutyl)-2-butoxy-8-methoxyadenine

Product 1

HCID 11613901Methyl (3-{[[4-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)butyl](2-morpholin-4-ylethyl)amino]methyl}phenyl)acetate

Procedure

Using the compound obtained in Example 2-13 step (i) (500 mg), (2-morpholin-4-ylethyl)amine (1 ml), potassium carbonate (206 mg) and methyl [3-(bromomethyl)phenyl]acetate (180 mg), the same manner to Example 2-29 was conducted to give the titled compound as a white solid. Yield: 100 mg (13%); mp 189-190° C., MS APCI+ve 570 (M+H).

Sources & evidence

ORD record
ord-30ff974719d546659c387f893bc5371b
Source dataset
uspto-grants-2015_03
Patent number
US08969362B2

Reaction notes

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