Sodium Hydroxide → HCID 15462257, compound

HRID 2305374Notes

Reaction equation

HRID 2305374 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)[CH:10]=2)[C:6](=[O:23])[NH:5][C:4](=[O:24])[C:3]=1[NH:25][C:26](=O)[CH:27]([CH3:29])[CH3:28].[OH-].[Na+]>O>[CH:18]1([O:17][C:11]2[CH:10]=[C:9]([CH:14]=[CH:13][C:12]=2[O:15][CH3:16])[CH2:8][N:7]2[C:2]3[N:1]=[C:26]([CH:27]([CH3:28])[CH3:29])[NH:25][C:3]=3[C:4](=[O:24])[NH:5][C:6]2=[O:23])[CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18432828HCID 18432828, compound

Product 1

HCID 15462257HCID 15462257, compoundYield 90.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4.64 g of 6-amino-1-(3-cyclopentyloxy-4-methoxy-benzyl)-5-isobutyrylamino-uracil, 100 ml of water and 50 ml of 1N NaOH was heated under reflux for 1 hour. The solution was filtered, treated with 0.25 g of charcoal, filtered again and neutralized to pH 8. The solid was collected, dried, and recrystallized from THF to give the title compound (4.03 g) as a white solid mp 282-3° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. filtrationThe solution was filtered
  4. additiontreated with 0.25 g of charcoal
  5. filtrationfiltered again
  6. customThe solid was collected
  7. customdried
  8. customrecrystallized from THF

Sources & evidence

ORD record
ord-f44f4a812e4343c3905312f84d1dacb0
Source dataset
uspto-grants-2002_08
Patent number
US06440979B1

Reaction notes

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