Potassium Carbonate → Methyl 2-(4-((2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-3-methoxyphenoxy)acetate

HRID 2387854Notes

Reaction equation

HRID 2387854 reaction equation
Br[CH2:2][C:3]([O:5][CH3:6])=[O:4].[NH2:7][C:8]1[N:13]=[C:12]([CH3:14])[C:11]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][C:17]=2[O:23][CH3:24])=[C:10]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[N:9]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[NH2:7][C:8]1[N:13]=[C:12]([CH3:14])[C:11]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:2][C:3]([O:5][CH3:6])=[O:4])=[CH:18][C:17]=2[O:23][CH3:24])=[C:10]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[N:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 684158324-((2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-3-methoxyphenol

Product 1

HCID 42613315Methyl 2-(4-((2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-3-methoxyphenoxy)acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl bromoacetate (57 ul) was added to a mixture of the product from step (v) (0.2 g) and K2CO3 (0.251 g) in DMF (10 ml) and the mixture stirred at rt for 24 h. The mixture was partitioned between EtOAc/water, the organics separated, dried and evaporated under reduced pressure. The residue was purified by RPHPLC to afford the title compound, 0.057 g

Workup

  1. customThe mixture was partitioned between EtOAc/water
  2. customthe organics separated, dried
  3. customevaporated under reduced pressure
  4. customThe residue was purified by RPHPLC

Sources & evidence

ORD record
ord-d9671205455d4d2d844579142acf82a8
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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