HCID 57593534, compound → HCID 57593727, compound

HRID 1785318Notes

Reaction equation

HRID 1785318 reaction equation
C[O:2][C:3](=[O:26])[C:4]1[CH:9]=[C:8]([NH:10][CH2:11][CH2:12][OH:13])[CH:7]=[C:6]([NH:14][C:15]2[N:20]=[C:19]([O:21][CH2:22][C:23]#[CH:24])[C:18]([Br:25])=[CH:17][N:16]=2)[CH:5]=1>O1CCCC1.[OH-].[Na+]>[Br:25][C:18]1[C:19]([O:21][CH2:22][C:23]#[CH:24])=[N:20][C:15]([NH:14][C:6]2[CH:5]=[C:4]([CH:9]=[C:8]([NH:10][CH2:11][CH2:12][OH:13])[CH:7]=2)[C:3]([OH:26])=[O:2])=[N:16][CH:17]=1

Participants

4

Reactant 1

HCID 57593534HCID 57593534, compound

Product 1

HCID 57593727HCID 57593727, compoundYield 100.5%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl3-[[5-bromo-4-(prop-2-ynyloxy)pyrimidin-2-yl]amino]-5-[(2-hydroxyethyl)amino]benzoate (350 mg) in a mixture of tetrahydrofuran (6 ml) and sodium hydroxide solution (2 n; 6 ml) was stirred for 48 h at room temperature. After evaporation the residue was diluted with water and acidified until the product precipitated Filtration and drying yielded the title compound (340 mg).

Workup

  1. customAfter evaporation the residue
  2. additionwas diluted with water
  3. customprecipitated
  4. filtrationFiltration
  5. customdrying

Sources & evidence

ORD record
ord-99d9a06d5e2b4a3b974b6a414fedab08
Source dataset
uspto-grants-2009_03
Patent number
US07504410B2

Reaction notes

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