Sodium Hydroxide → HCID 12987965, compound

HRID 1374735Notes

Reaction equation

HRID 1374735 reaction equation
[F:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:15]=[CH:14][N:13]=[C:12]([C:16]([NH:18][CH2:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][C:27]([O:29]CC)=[O:28])=[CH:22][CH:21]=3)=[O:17])[CH:11]=2)=[O:9])=[CH:4][C:3]=1[CH3:34].[OH-].[Na+]>O>[F:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:15]=[CH:14][N:13]=[C:12]([C:16]([NH:18][CH2:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][C:27]([OH:29])=[O:28])=[CH:22][CH:21]=3)=[O:17])[CH:11]=2)=[O:9])=[CH:4][C:3]=1[CH3:34]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10073128HCID 10073128, compound

Product 1

HCID 12987965HCID 12987965, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

2.4 g (5.2 mmol) of ethyl [4-({[6-(4-fluoro-3-methylbenzylcarbamoyl)pyrimidine-4-carbonyl]amino}methyl)phenyl]acetate were taken up in 150 ml of water, after which 10 ml of water and 0.227 g (5.7 mmol) of NaOH were added. After 5 days of stirring at room temperature, the solvent was removed under reduced pressure and the residue was stirred up with ethanol and filtered off. This resulted in 1.51 g (67%) of [4-({[6-(4-fluoro-3-methylbenzylcarbamoyl)pyrimidine-4-carbonyl]amino}methyl)phenyl]acetic acid. MS (ES+): m/e=436.15.

Workup

  1. customthe solvent was removed under reduced pressure
  2. stirringthe residue was stirred up with ethanol
  3. filtrationfiltered off
  4. customThis resulted in 1.51 g (67%) of [4-({[6-(4-fluoro-3-methylbenzylcarbamoyl)pyrimidine-4-carbonyl]amino}methyl)phenyl]acetic acid

Sources & evidence

ORD record
ord-8699595348454879a12a29aa0ce706e7
Source dataset
uspto-grants-2007_01
Patent number
US07166609B2

Reaction notes

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