Water → HCID 12004130, compound

HRID 971264Notes

Reaction equation

HRID 971264 reaction equation
[F:1][C:2]([F:34])([F:33])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[C:11]3[CH2:25][CH2:24][N:23]([C:26]4[C:31]([Cl:32])=[CH:30][CH:29]=[CH:28][N:27]=4)[CH2:22][C:12]=3[N:13]=[C:14]([O:16][CH2:17][C:18]([O:20]C)=[O:19])[N:15]=2)=[CH:5][CH:4]=1.[OH-].[Na+].O>CO>[F:34][C:2]([F:1])([F:33])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[C:11]3[CH2:25][CH2:24][N:23]([C:26]4[C:31]([Cl:32])=[CH:30][CH:29]=[CH:28][N:27]=4)[CH2:22][C:12]=3[N:13]=[C:14]([O:16][CH2:17][C:18]([OH:20])=[O:19])[N:15]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 12004099HCID 12004099, compound

Product 1

HCID 12004130HCID 12004130, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Methyl 2-(4-(4-(trifluoromethyl)phenylamino)-7-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yloxy)acetate (52.0 mg, 0.1 mmol) was suspended in MeOH (10 mL). NaOH (100 mg) and H2O (3 mL) were added and the mixture was stirred at 60° C. for 10 min. Solvent was removed, residue was dissolved in water, dilute HCl aqueous solution was added until a pH of 7 was obtained. Extracted by EtOAc, dried over Na2SO4 and the solvent was removed in vacuo, product was obtained as a white solid (47 mg).

Workup

  1. customSolvent was removed
  2. dissolutionresidue was dissolved in water
  3. additiondilute HCl aqueous solution was added until a pH of 7
  4. customwas obtained
  5. extractionExtracted by EtOAc
  6. dry with materialdried over Na2SO4
  7. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-48f07524ef7b47c5a10d5d9b89d51a0b
Source dataset
uspto-grants-2007_12
Patent number
US07312330B2

Reaction notes

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