Pyrrolidine → 6-Amino-2-butoxy-9-(3-pyrrolidin-1-ylpropyl)-7,9-dihydro-8H-purin-8-one

HRID 562500Notes

Reaction equation

HRID 562500 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:20])[N:6]2[CH2:16][CH2:17][CH2:18]Cl.[NH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1>CS(C)=O>[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:20])[N:6]2[CH2:16][CH2:17][CH2:18][N:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 674649416-Amino-9-(3-chloropropyl)-2-butoxy-7,9-dihydro-8H-purin-8-one

Product 1

HCID 250720776-Amino-2-butoxy-9-(3-pyrrolidin-1-ylpropyl)-7,9-dihydro-8H-purin-8-oneYield 26.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The product from step (vii) (0.15 g) was dissolved in DMSO (2 mL) and pyrrolidine (0.18 g) was added. The reaction mixture was stirred at rt for 16 h. The reaction mixture was filtered through a filter disc and purified via RP-prep-HPLC to give title compound (0.044 g).

Workup

  1. filtrationThe reaction mixture was filtered through a filter disc
  2. custompurified via RP-prep-HPLC

Sources & evidence

ORD record
ord-4a80583b4c8b4cc0b94d24fd70dff0f7
Source dataset
uspto-grants-2011_11
Patent number
US08067413B2

Reaction notes

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