Hydrochloric Acid → HCID 178524163, compound

HRID 1012072Notes

Reaction equation

HRID 1012072 reaction equation
C[O:2][C:3]([C:5]1[CH:29]=[CH:28][C:8]2[NH:9][C:10]([C:12]3[C:16]([NH:17][C:18](=[O:27])[C:19]4[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=4[F:26])=[CH:15][NH:14][N:13]=3)=[N:11][C:7]=2[CH:6]=1)=[O:4].O.Cl>[OH-].[Na+].CO>[F:26][C:20]1[CH:21]=[CH:22][CH:23]=[C:24]([F:25])[C:19]=1[C:18]([NH:17][C:16]1[C:12]([C:10]2[NH:9][C:8]3[CH:28]=[CH:29][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=3[N:11]=2)=[N:13][NH:14][CH:15]=1)=[O:27]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 178497352HCID 178497352, compound

Product 1

HCID 178524163HCID 178524163, compoundYield 52.2%

Reagents, catalysts & solvents 1

HCID 23721981Sodium hydroxide methanolSolvent

Procedure

A mixture of 2-[4-(2,6-difluoro-benzoylamino)-1H-pyrazol-3-yl]-1H-benzimidazole-5-carboxylic acid methyl ester (12.0 mg, 0.03 mmol) in 2 M aqueous NaOH/MeOH (1:1, 4 ml) was stirred at ambient temperature for 14 h. The mixture was reduced in vacuo, water (5 ml) added and the mixture taken to pH 4 using 1 M aqueous HCl. The precipitate formed was collected by filtration and dried under vacuum to give 2-[4-(2,6-difluoro-benzoylamino)-1H-pyrazol-3-yl]-1H-benzimidazole-5-carboxylic acid as a pale coloured solid (6 mg, 52%). (LC/MS: Rt 2.88, [M+H]+ 383.97).

Workup

  1. additionadded
  2. customThe precipitate formed
  3. filtrationwas collected by filtration
  4. customdried under vacuum

Sources & evidence

ORD record
ord-155b378ef919455095cd530bd7370f5b
Source dataset
uspto-grants-2011_07
Patent number
US07977477B2

Reaction notes

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