Potassium Carbonate → 6-Amino-2-butoxy-9-{3-[[4-(methylsulfonyl)benzyl] (3-morpholin-4-ylpropyl)amino]propyl}-7,9-dihydro-8H-purin-8-one

HRID 562491Notes

Reaction equation

HRID 562491 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[NH:4][C:5](=[O:29])[N:6]2[CH2:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1.[CH3:30][S:31]([C:34]1[CH:41]=[CH:40][C:37]([CH2:38]Br)=[CH:36][CH:35]=1)(=[O:33])=[O:32].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.CO>[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[NH:4][C:5](=[O:29])[N:6]2[CH2:16][CH2:17][CH2:18][N:19]([CH2:38][C:37]1[CH:36]=[CH:35][C:34]([S:31]([CH3:30])(=[O:33])=[O:32])=[CH:41][CH:40]=1)[CH2:20][CH2:21][CH2:22][N:23]1[CH2:24][CH2:25][O:26][CH2:27][CH2:28]1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 27335814-(Methylsulfonyl)benzyl BromideHCID 669622806-Amino-2-butoxy-9-[3-(3-morpholin-4-yl-propylamino)-propyl]-7,9-dihydro-purin-8-one

Product 1

HCID 249646876-Amino-2-butoxy-9-{3-[[4-(methylsulfonyl)benzyl] (3-morpholin-4-ylpropyl)amino]propyl}-7,9-dihydro-8H-purin-8-one

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

The product from example 1 step (viii) (0.1 g), 4-methylsulphonylbenzyl bromide (0.0673 g) and potassium carbonate (0.0373 g) were combined in DMF (1.5 mL) and stirred at RT for 15 hrs. The reaction mixture was diluted with methanol filtered and purified by RPHPLC to give title compound, 0.039 g

Workup

  1. filtrationfiltered
  2. custompurified by RPHPLC

Sources & evidence

ORD record
ord-e81a7ee5608d4adc97f5f34f6314d178
Source dataset
uspto-grants-2011_11
Patent number
US08067411B2

Reaction notes

Loading…