Hydrochloric Acid → HCID 10138174, compound

HRID 556569Notes

Reaction equation

HRID 556569 reaction equation
C([O:3][C:4](=[O:32])[CH2:5][NH:6][C:7]1[N:8]=[C:9]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[Cl:31])[C:10]2[CH:16]=[CH:15][C:14](=[O:17])[N:13]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])[C:11]=2[N:12]=1)C.[Li+].[OH-].Cl>C1COCC1.O>[Cl:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[C:9]1[C:10]2[CH:16]=[CH:15][C:14](=[O:17])[N:13]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])[C:11]=2[N:12]=[C:7]([NH:6][CH2:5][C:4]([OH:32])=[O:3])[N:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 59639615HCID 59639615, compound

Product 1

HCID 10138174HCID 10138174, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the product of Example 83 (20 mg, 0.43 mmol) in THF (2 mL) was added LiOH (40 mg, 1.67 mmol) dissolved in H2O (1 mL). The reaction mixture was stirred 1 h at 23° and then neutralized with 1 M HCl, extracted with EtOAc (5 mL) and the layers were separated. The organic layer was washed with H2O, satd. aq NaCl, and dried (MgSO4). The solution was filtered and evaporated to give the title compound [4,8-bis-(2-chloro-phenyl)-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-acetic acid. LC MS (m/e)=441 (MH+). Rt=1.85 min

Workup

  1. extractionextracted with EtOAc (5 mL)
  2. customthe layers were separated
  3. washThe organic layer was washed with H2O
  4. dry with materialaq NaCl, and dried (MgSO4)
  5. filtrationThe solution was filtered
  6. customevaporated

Sources & evidence

ORD record
ord-4e74560ec18045b8b8eccd8e50487d2b
Source dataset
uspto-grants-2011_11
Patent number
US08058282B2

Reaction notes

Loading…