Trifluoroacetic acid → 5-(3-Aminopropyl)-6-methyl-N4-pentylpyrimidine-2,4-diamine

HRID 2387775Notes

Reaction equation

HRID 2387775 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][CH2:10][CH2:11][NH:12]C(=O)OC(C)(C)C)=[C:4]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[N:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:12][CH2:11][CH2:10][CH2:9][C:5]1[C:4]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[N:3][C:2]([NH2:1])=[N:7][C:6]=1[CH3:8]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86633392tert-Butyl 3-(2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propylcarbamate

Product 1

HCID 98378705-(3-Aminopropyl)-6-methyl-N4-pentylpyrimidine-2,4-diamineYield 84.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from step (iv) (3.8 g) was dissolved in DCM (100 mL) and TFA (35 mL) and the reaction mixture stirred at rt for 16 h. The solvent was evaporated and the residue taken up in MeOH. The product was purified via SCX resin to give the subtitle compound 2.3 g.

Workup

  1. customThe solvent was evaporated
  2. customThe product was purified via SCX resin

Sources & evidence

ORD record
ord-3536eadc8f9947bd9ec6b6e8884818bd
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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