Hydrochloric Acid → HCID 25095388, compound

HRID 2189103Notes

Reaction equation

HRID 2189103 reaction equation
C[O:2][C:3](=[O:36])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13]2[C:14]3[C:21]([C:22]4[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=4)=[C:20]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[O:19][C:15]=3[N:16]=[CH:17][N:18]=2)[CH:7]=1.[OH-].[Na+].Cl>C1COCC1>[CH3:29][O:28][C:25]1[CH:24]=[CH:23][C:22]([C:21]2[C:14]3[C:13]([NH:12][C:8]4[CH:7]=[C:6]([CH2:5][CH2:4][C:3]([OH:36])=[O:2])[CH:11]=[CH:10][CH:9]=4)=[N:18][CH:17]=[N:16][C:15]=3[O:19][C:20]=2[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 25095387HCID 25095387, compound

Product 1

HCID 25095388HCID 25095388, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Initially charge 1000 mg (2.085 mmol) of 3-(3-{[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]-pyrimidin-4-yl]amino}phenyl)propanoic acid methyl ester in 30 ml of THF and add 6.3 ml of 1N sodium hydroxide solution at RT. Stir the mixture at 50° C. for 1 h and then, after cooling, acidify slightly with 1N hydrochloric acid. Filter off the precipitated solid with suction, wash repeatedly with water and dry at 40° C. under high vacuum overnight. 934.5 mg (96.3% of theory) of the target product are obtained as a colourless solid.

Workup

  1. temperatureafter cooling
  2. filtrationFilter off the precipitated solid with suction
  3. washwash repeatedly with water
  4. customdry at 40° C. under high vacuum overnight
  5. custom934.5 mg (96.3% of theory) of the target product are obtained as a colourless solid

Sources & evidence

ORD record
ord-294acbaf20d44929b981fc026618b4a7
Source dataset
uspto-grants-2012_12
Patent number
US08324222B2

Reaction notes

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