Sodium Hydroxide → HCID 59026815, compound

HRID 658402Notes

Reaction equation

HRID 658402 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:28])[C:6]1[C:11]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([I:19])=[CH:15][C:14]=2[F:20])=[CH:10][N:9]=[CH:8][C:7]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[F:27]>CO>[F:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[C:7]1[CH:8]=[N:9][CH:10]=[C:11]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([I:19])=[CH:15][C:14]=2[F:20])[C:6]=1[C:5]([OH:28])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59026830HCID 59026830, compound

Product 1

HCID 59026815HCID 59026815, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

NaOH (3.2 mL, 2M solution in H2O, 6.4 mmol) was added to a solution of 3-(2-fluoro-phenyl)-5-(2-fluoro-4-iodo-phenylamino)-isonicotinic acid methyl ester (300 mg, 0.64 mmol) in MeOH (3 mL) and stirred overnight at 60° C. The MeOH was removed and the aqueous solution was acidified with concentrated HCl. The resulting precipitate was filtered, washed with H2O, and dried under vacuum to afford the desired product (215 mg, 74%). LC-MS (M+H=453, obsd.=453).

Workup

  1. customThe MeOH was removed
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with H2O
  4. customdried under vacuum

Sources & evidence

ORD record
ord-eaabed4dcc4a4c81ade1f1def9e45734
Source dataset
uspto-grants-2011_12
Patent number
US08076486B2

Reaction notes

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