Potassium Carbonate → HCID 10411957, compound

HRID 1948927Notes

Reaction equation

HRID 1948927 reaction equation
C([O:4][CH2:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([O:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][C:24]=2[O:25][CH3:26])[N:21]=[CH:20][N:19]=[C:18]3[NH:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[C:29]=2[F:35])[CH2:9]1)=[O:7])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[Cl:34][C:30]1[C:29]([F:35])=[C:28]([CH:33]=[CH:32][CH:31]=1)[NH:27][C:18]1[C:17]2[C:22](=[CH:23][C:24]([O:25][CH3:26])=[C:15]([O:14][CH:10]3[CH2:11][CH2:12][CH2:13][N:8]([C:6](=[O:7])[CH2:5][OH:4])[CH2:9]3)[CH:16]=2)[N:21]=[CH:20][N:19]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 10413744HCID 10413744, compound

Product 1

HCID 10411957HCID 10411957, compoundYield 67.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-[1-(acetoxyacetyl)piperidin-3-yloxy]-4-(3-chloro-2-fluoroanilino)-7-methoxyquinazoline (930 mg, 1.85 mmol) (prepared as described in Example 27) and potassium carbonate (385 mg, 2.79 mmol) in methanol (50 ml) was stirred at room temperature for 3 hours. The solvent was evaporated under vacuum and the residue purified by column chromatography eluting with methylene chloride/methanol (saturated with ammonia) (92/8). The fractions containing the expected product were combined and evaporated. The residue was triturated with acetone, filtered and dried to give the title product (574 mg, 67%);

Workup

  1. customThe solvent was evaporated under vacuum
  2. customthe residue purified by column chromatography
  3. washeluting with methylene chloride/methanol (saturated with ammonia) (92/8)
  4. additionThe fractions containing the expected product
  5. customevaporated
  6. customThe residue was triturated with acetone
  7. filtrationfiltered
  8. customdried

Sources & evidence

ORD record
ord-2c5850b1e5de4c36b4e808681749fe8e
Source dataset
uspto-grants-2013_03
Patent number
US08399667B2

Reaction notes

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