Sodium Hydroxide → HCID 59026807, compound

HRID 658397Notes

Reaction equation

HRID 658397 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[Cl:27]>CO>[Cl: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 59026841HCID 59026841, compound

Product 1

HCID 59026807HCID 59026807, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

NaOH (3.6 mL, 2M solution in H2O, 7.2 mmol) was added to a solution of 3-(2-chloro-phenyl)-5-(2-fluoro-4-iodo-phenylamino)-isonicotinic acid methyl ester (343 mg, 0.71 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 (253 mg, 76%). LC-MS (M+H=469, obsd.=469).

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-666e431b6cce4698a097fe8ee9e94f83
Source dataset
uspto-grants-2011_12
Patent number
US08076486B2

Reaction notes

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