N,N-Dimethyl-1,3-propanediamine → HCID 68675445, compound

HRID 2233042Notes

Reaction equation

HRID 2233042 reaction equation
[C:1]([C:5]1[N:6]=[C:7](Cl)[C:8]2[N:9]([C:11](=[O:14])[NH:12][N:13]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:16][N:17]([CH3:22])[CH2:18][CH2:19][CH2:20][NH2:21]>CN(C=O)C>[C:1]([C:5]1[N:6]=[C:7]([NH:21][CH2:20][CH2:19][CH2:18][N:17]([CH3:22])[CH3:16])[C:8]2[N:9]([C:11](=[O:14])[NH:12][N:13]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 68676527HCID 68676527, compound

Product 1

HCID 68675445HCID 68675445, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 23 mg of 6-tert-butyl-8-chloro-2H-[1,2,4]triazolo[4,3-a]pyrazin-3-one and 41 mg of 3-(dimethylamino)propylamine in DMF (0.5 mL) was heated to 80° C. After 16 h, the product was purified on a Shimadzu reverse-phase HPLC (Shimadzu LC-8A Preparatory LC; Waters Symmetry 30×50 mm column; solvent gradient=15-100% acetontrile/1% aqueous formic acid; flow rate=40 mL/min.) to provide the title compound as a white solid. MS (M+H+)=293.2.

Workup

  1. customthe product was purified on a Shimadzu reverse-phase HPLC (Shimadzu LC-8A Preparatory LC; Waters Symmetry 30×50 mm column; solvent gradient=15-100% acetontrile/1% aqueous formic acid; flow rate=40 mL/min.)

Sources & evidence

ORD record
ord-30c93bfbbfd84661bd5172b3f2b90bd3
Source dataset
uspto-grants-2010_05
Patent number
US07709473B2

Reaction notes

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