Lithium Hydroxide → HCID 11647623, compound

HRID 558191Notes

Reaction equation

HRID 558191 reaction equation
[F:1][C:2]1[C:10]2[N:9]=[CH:8][N:7]([CH3:11])[C:6]=2[CH:5]=[C:4]([C:12]([O:14]C)=[O:13])[C:3]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([I:23])=[CH:19][C:18]=1[F:24].[Li+].[OH-]>C1COCC1.CO.O>[F:1][C:2]1[C:10]2[N:9]=[CH:8][N:7]([CH3:11])[C:6]=2[CH:5]=[C:4]([C:12]([OH:14])=[O:13])[C:3]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([I:23])=[CH:19][C:18]=1[F:24]

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 58781075HCID 58781075, compound

Product 1

HCID 11647623HCID 11647623, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Methyl 4-fluoro-5-(2-fluoro-4-iodophenylamino)-1-methyl-1H-benzo[d]imidazole-6-carboxylate (2.15 g, 4.8 mmoles) is dissolved in a mixture of THF (30 ml), MeOH (10 ml) and H2O (5 ml) and LiOH (1.16 g, 4.8 mmoles) is added. The mixture is stirred at room temperature for 2 hours. Solvents are removed under reduced pressure and 1N HCl is added. The aqueous layer is extracted with chloroform. The organic layers are combined, washed with brine, dried (Na2SO4) and concentrated under reduced pressure to obtain the title compound.

Workup

  1. additionis added
  2. customSolvents are removed under reduced pressure and 1N HCl
  3. additionis added
  4. extractionThe aqueous layer is extracted with chloroform
  5. washwashed with brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b9367d6e3903432c91b6391691b26ee3
Source dataset
uspto-grants-2011_11
Patent number
US08063049B2

Reaction notes

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