Sodium Hydroxide → HCID 58138764, compound

HRID 2382947Notes

Reaction equation

HRID 2382947 reaction equation
C[O:2][C:3](=[O:30])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][NH:11][C:12]([C:14]2[C:15]3[CH:16]=[N:17][N:18]([C:23]4[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=4)[C:19]=3[CH:20]=[CH:21][CH:22]=2)=[O:13])[CH:5]=1.[OH-].[Na+]>C(O)C>[F:29][C:26]1[CH:27]=[CH:28][C:23]([N:18]2[C:19]3[CH:20]=[CH:21][CH:22]=[C:14]([C:12]([NH:11][CH2:10][C:6]4[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=4)[C:3]([OH:30])=[O:2])=[O:13])[C:15]=3[CH:16]=[N:17]2)=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58138832HCID 58138832, compound

Product 1

HCID 58138764HCID 58138764, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 3-({[1-(4-fluoro-phenyl)-1H-indazole-4-carbonyl]-amino}-methyl)-benzoic acid methyl ester (430 mg, 1.0 mmol) in ethanol (15 mL) was added a 2 N solution of aqueous sodium hydroxide (3.0 mL, 6.0 mmol). The mixture was heated at 80° C. for 4 hours. The mixture was cooled and concentrated in vacuo to remove the ethanol and then added to a solution of 1 N aqueous HCl (30 mL). The white precipitate was collected by filtration and dried to afford the title compound as a white solid.

Workup

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated in vacuo
  3. customto remove the ethanol
  4. additionadded to a solution of 1 N aqueous HCl (30 mL)
  5. filtrationThe white precipitate was collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-d17cd933716e4f829eaae998a36c3c89
Source dataset
uspto-grants-2012_09
Patent number
US08263597B2

Reaction notes

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