HCID 23536229, compound → HCID 22496108, compound

HRID 1815906Notes

Reaction equation

HRID 1815906 reaction equation
C[O:2][C:3](=[O:26])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]2[N:17]=[C:16]([NH:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([Br:25])[CH:20]=3)[N:15]=[CH:14][N:13]=2)[CH:6]=1>C1COCC1.[Li+].[OH-].O>[Br:25][C:21]1[CH:20]=[C:19]([NH:18][C:16]2[N:15]=[CH:14][N:13]=[C:12]([NH:11][C:7]3[CH:6]=[C:5]([CH2:4][C:3]([OH:26])=[O:2])[CH:10]=[CH:9][CH:8]=3)[N:17]=2)[CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 1

HCID 23536229HCID 23536229, compound

Product 1

HCID 22496108HCID 22496108, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 168937Lithium hydroxide, monohydrateSolvent

Procedure

{3-[4-(3-Bromo-phenylamino)-[1,3,5]triazin-2-ylamino]-phenyl)-acetic acid methyl ester (142 mg, 0.3425 mmol) was dissolved in THF (34.5 ml) and 1N LiOH/water (6.85 ml). The reaction was stirred vigorously at RT for 2 h. The organic solvent was evaporated off. The aqueous solution was acidified to pH 3 with 1N HCl, whereupon a white precipitate formed. The precipitate was filtered and dried under vacuum, giving {3-[4-(3-bromo-phenylamino)-[1,3, 5]triazin-2-ylamino]-phenyl}-acetic acid. MS m/z 401=[M+H]+. Calc'd for C17H14BrN5O2: 399.03.

Workup

  1. customThe organic solvent was evaporated off
  2. customformed
  3. filtrationThe precipitate was filtered
  4. customdried under vacuum

Sources & evidence

ORD record
ord-ae75b2fc1e1e47b4b8145fd14b892d34
Source dataset
uspto-grants-2005_04
Patent number
US06881737B2

Reaction notes

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