Acetone → 1-(2-Amino-7H-purin-6-yl)-1-methylpyrrolidin-1-ium chloride

HRID 1714709Notes

Reaction equation

HRID 1714709 reaction equation
[CH:1]1[NH:2][C:3]2[N:9]=[C:8]([NH2:10])[N:7]=[C:6]([Cl:11])[C:4]=2[N:5]=1.[CH3:12][N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1.CC(C)=O>CN(C=O)C>[Cl-:11].[NH2:10][C:8]1[N:9]=[C:3]2[C:4]([NH:5][CH:1]=[N:2]2)=[C:6]([N+:13]2([CH3:12])[CH2:17][CH2:16][CH2:15][CH2:14]2)[N:7]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 84541-MethylpyrrolidineHCID 1785084356-chloro-1H-purin-2-amine

Product 1

HCID 450381511-(2-Amino-7H-purin-6-yl)-1-methylpyrrolidin-1-ium chlorideYield 66.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.0 g (5.9 mmol) 6-Chloroguanine is dissolved in 40 mL DMF at 40° C. After cooling to room temperature, 1.4 mL 1-methylpyrrolidine (13.2 mmol) is added, and the reaction mixture is stirred for 18 h. 2 mL of acetone are added to complete precipitation. The solid is filtered, washed with ether and dried in vacuo, yielding 1.03 g 27 (3.9 mmol, 66%).

Workup

  1. filtrationThe solid is filtered
  2. washwashed with ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-b583a143732c44949f8a3f6528b3a40e
Source dataset
uspto-grants-2010_09
Patent number
US07799524B2

Reaction notes

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