4-Methoxyphenylacetic Acid → 2-(3-((2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-4-methoxyphenyl)acetic acid

HRID 1617218Notes

Reaction equation

HRID 1617218 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9]O)=[C:4]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[N:3]=1.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][C:26]([OH:28])=[O:27])=[CH:21][CH:20]=1>Cl>[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][C:24]2[CH:23]=[C:22]([CH2:25][C:26]([OH:28])=[O:27])[CH:21]=[CH:20][C:19]=2[O:18][CH3:17])=[C:4]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[N:3]=1

Participants

4

Reactant 2

HCID 76904-Methoxyphenylacetic AcidHCID 68418011(2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methanol

Product 1

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

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To the product from step (iii) (0.8 g) in 1M aq HCl (20 ml), 4-methoxyphenylacetic acid (1.8 g) was added and heated under reflux for 48 h. The solvent was evaporated and the residue purified by SCX then by RPHPLC to give the subtitle compound, 164 mg.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 48 h
  3. customThe solvent was evaporated
  4. customthe residue purified by SCX

Sources & evidence

ORD record
ord-909add590cb04fffbac6c286ce2728b2
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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