Potassium Carbonate → Methyl [3-({[4-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)butyl][3-(2-oxopyrrolidin-1-yl)propyl]amino}methyl)phenyl]acetate

HRID 869355Notes

Reaction equation

HRID 869355 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].[NH2:23][CH2:24][CH2:25][CH2:26][N:27]1[CH2:31][CH2:30][CH2:29][C:28]1=[O:32].C(=O)([O-])[O-].[K+].[K+].Br[CH2:40][C:41]1[CH:42]=[C:43]([CH2:47][C:48]([O:50][CH3:51])=[O:49])[CH:44]=[CH:45][CH:46]=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:23]([CH2:40][C:41]1[CH:42]=[C:43]([CH2:47][C:48]([O:50][CH3:51])=[O:49])[CH:44]=[CH:45][CH:46]=1)[CH2:24][CH2:25][CH2:26][N:27]1[CH2:31][CH2:30][CH2:29][C:28]1=[O:32]

Participants

5

Reactant 4

HCID 11430Potassium CarbonateHCID 821111-(3-Aminopropyl)-2-pyrrolidinoneHCID 10014651(3-Bromomethyl-phenyl)-acetic acid methyl esterHCID 231585119-(4-Bromobutyl)-2-butoxy-8-methoxyadenine

Product 1

HCID 11706932Methyl [3-({[4-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)butyl][3-(2-oxopyrrolidin-1-yl)propyl]amino}methyl)phenyl]acetate

Procedure

Using the compound obtained in Example 2-13 step (i) (400 mg), 1-(3-aminopropyl)pyrrolidin-2-on (1 ml), potassium carbonate (175 mg) and methyl [3-(bromomethyl)phenyl]acetate (175 mg), the same manner to Example 2-29 was conducted to give the titled compound as a white solid. Yield: 200 mg (48%); mp 115-116° C., MS APCI+ve 582 (M+H).

Sources & evidence

ORD record
ord-37f4c038df9f44d994210c6e2f6d5edd
Source dataset
uspto-grants-2015_03
Patent number
US08969362B2

Reaction notes

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