Sodium Hydroxide → HCID 89501036, compound

HRID 716629Notes

Reaction equation

HRID 716629 reaction equation
[Cl:1][C:2]1[C:3]([F:19])=[CH:4][C:5]([N:14]2[CH:18]=[N:17][N:16]=[N:15]2)=[C:6](/[CH:8]=[CH:9]/[C:10]([O:12]C)=[O:11])[CH:7]=1.[OH-].[Na+]>CO.C1COCC1>[Cl:1][C:2]1[C:3]([F:19])=[CH:4][C:5]([N:14]2[CH:18]=[N:17][N:16]=[N:15]2)=[C:6](/[CH:8]=[CH:9]/[C:10]([OH:12])=[O:11])[CH:7]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 89501016HCID 89501016, compound

Product 1

HCID 89501036HCID 89501036, compoundYield 42.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To Intermediate 5C (5 g, 17.7 mmol) in MeOH (50 mL) and THF (25 mL) was added 10% NaOH solution (25 mL). After 2 h, the reaction was concentrated and the residue was diluted with H2O. The pH was adjusted to 2 to 3 with 1.5N HCl and the resultant solid was filtered and washed with petroleum ether to afford 2 g of Intermediate 5. MS (ESI) m/z: 269.0 (M+H)+.

Workup

  1. concentrationthe reaction was concentrated
  2. additionthe residue was diluted with H2O
  3. filtrationthe resultant solid was filtered
  4. washwashed with petroleum ether

Sources & evidence

ORD record
ord-121cd6645d814ea5851b6718a287a6bd
Source dataset
uspto-grants-2015_11
Patent number
US09192607B2

Reaction notes

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