Hydrochloric Acid → HCID 59811135, compound

HRID 2113625Notes

Reaction equation

HRID 2113625 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([NH:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:26][CH:25]=2)[C:9]2[CH:15]=[CH:14][C:13]([C:16]3[C:21]([CH3:22])=[CH:20][CH:19]=[CH:18][N:17]=3)=[N:12][C:10]=2[N:11]=1)=[O:5])C.O[Li].O.Cl>C1COCC1.O>[C:30]([C:27]1[CH:26]=[CH:25][C:24]([NH:23][C:8]2[C:9]3[CH:15]=[CH:14][C:13]([C:16]4[C:21]([CH3:22])=[CH:20][CH:19]=[CH:18][N:17]=4)=[N:12][C:10]=3[N:11]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=2)=[CH:29][CH:28]=1)([CH3:33])([CH3:32])[CH3:31]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 59811145HCID 59811145, compound

Product 1

HCID 59811135HCID 59811135, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 4-(4-t-butyl-phenylamino)-7-(3-methyl-pyridin-2-yl)-pyrido[2,3-d]pyrimidine-2-carboxylic acid ethyl ester (25 mg, 0.57 mmol) and LiOH.H2O (8 mg, 0.17 mmol) in a solution of THF (2.5 mL) and H2O (0.2 mL). Stir the mixture overnight at room temperature. Add water 10 mL and acidify with 3 N HCl. Extract the mixture with EtOAc (3×10 mL). Wash the combined organic extracts with brine and dry over Na2SO4. Remove the solvent under reduced pressure to yield the title compound. MS 414.18 (M+1).

Workup

  1. extractionExtract the mixture with EtOAc (3×10 mL)
  2. washWash the combined organic extracts with brine
  3. dry with materialdry over Na2SO4
  4. customRemove the solvent under reduced pressure

Sources & evidence

ORD record
ord-2fd587a0fb134764a434fe3e50ce0ee1
Source dataset
uspto-grants-2008_10
Patent number
US07432275B2

Reaction notes

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