Hydrochloric Acid → HCID 10138174, compound

HRID 2249763Notes

Reaction equation

HRID 2249763 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-:34].[ClH:35].[OH2:36]>>[Cl:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[C:9]1[C:10]2[CH:16]=[N:15][C:14](=[O:17])[CH:13]([C:19]3[CH:18]=[CH:23][CH:22]=[CH:21][C:20]=3[Cl:35])[C:11]=2[N:12]=[C:11]([NH:13][CH2:14][C:15]([OH:36])=[O:34])[CH:10]=1.[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 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 59639615HCID 59639615, compound

Product 2

HCID 10138174HCID 10138174, compoundHCID 69321634HCID 69321634, compound

Procedure

To a solution of the product of Example 83 (20 mg, 0.43 mmol) in TBF (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-2c4bc8edbf7346f184c5d81f28fb11e7
Source dataset
uspto-grants-2008_01
Patent number
US07314881B2

Reaction notes

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