Dimethylamine → Methyl 2-(3-((N-(3-(2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propyl)-2-(dimethylamino)acetamido)methyl)phenyl)acetate

HRID 2387779Notes

Reaction equation

HRID 2387779 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][CH2:10][CH2:11][N:12]([CH2:17][C:18]2[CH:19]=[C:20]([CH2:24][C:25]([O:27][CH3:28])=[O:26])[CH:21]=[CH:22][CH:23]=2)[C:13](=[O:16])[CH2:14]Cl)=[C:4]([NH:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[N:3]=1.[CH3:35][NH:36][CH3:37]>CO>[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][CH2:10][CH2:11][N:12]([CH2:17][C:18]2[CH:19]=[C:20]([CH2:24][C:25]([O:27][CH3:28])=[O:26])[CH:21]=[CH:22][CH:23]=2)[C:13](=[O:16])[CH2:14][N:36]([CH3:37])[CH3:35])=[C:4]([NH:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[N:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 68952086Methyl 2-(3-((N-(3-(2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propyl)-2-chloroacetamido)methyl)phenyl)acetate

Product 1

HCID 42614031Methyl 2-(3-((N-(3-(2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propyl)-2-(dimethylamino)acetamido)methyl)phenyl)acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product from step (i) (0.1 g) was dissolved in MeOH and dimethylamine (2M in MeOH, 0.61 ml) was added. The reaction mixture was stirred for 72 h at rt, the solvents were evaporated and the residue purified by RPHPLC to give the title compound 24 mg.

Workup

  1. customthe solvents were evaporated
  2. customthe residue purified by RPHPLC

Sources & evidence

ORD record
ord-fd72f57dc2ac41708b6294eab91f9a2e
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

Loading…