Methanol → Methyl 2-(3-((2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-4-methoxyphenyl)acetate

HRID 2387871Notes

Reaction equation

HRID 2387871 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][C:10]2[CH:11]=[C:12]([CH2:18][C:19]([OH:21])=[O:20])[CH:13]=[CH:14][C:15]=2[O:16][CH3:17])=[C:4]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[N:3]=1.[CH3:28]O>Cl.O1CCOCC1>[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][C:10]2[CH:11]=[C:12]([CH2:18][C:19]([O:21][CH3:28])=[O:20])[CH:13]=[CH:14][C:15]=2[O:16][CH3:17])=[C:4]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[N:3]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 684129432-(3-((2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-4-methoxyphenyl)acetic acid

Product 1

HCID 42613398Methyl 2-(3-((2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-4-methoxyphenyl)acetate

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of the product from step (iv) (135 mg) in MeOH (5 ml) and 4M HCl in dioxane (0.5 ml) was stirred at rt for 18 h. The solvent was evaporated and the residue purified by RPHPLC to give the title compound as a solid, 31 mg.

Workup

  1. customThe solvent was evaporated
  2. customthe residue purified by RPHPLC

Sources & evidence

ORD record
ord-f5fd2a3573004cad97088dd7e8cc52e9
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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