Hydrochloric Acid → HCID 58073896, compound

HRID 1470666Notes

Reaction equation

HRID 1470666 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:13]2[N:12]=[C:11]([C:14]3[C:19]([F:20])=[C:18]([F:21])[C:17]([C:22]4[CH:27]=[CH:26][C:25]([C:28](C)(C)[O:29][SiH2]C(C)(C)C)=[CH:24][CH:23]=4)=[C:16]([F:37])[C:15]=3[F:38])[NH:10][C:9]=2[CH:8]=[C:7]([CH3:39])[CH:6]=1)=[O:4].Cl>O>[CH3:1][O:2][C:3]([C:5]1[C:13]2[N:12]=[C:11]([C:14]3[C:15]([F:38])=[C:16]([F:37])[C:17]([C:22]4[CH:23]=[CH:24][C:25]([CH2:28][OH:29])=[CH:26][CH:27]=4)=[C:18]([F:21])[C:19]=3[F:20])[NH:10][C:9]=2[CH:8]=[C:7]([CH3:39])[CH:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131732730HCID 131732730, compound

Product 1

HCID 58073896HCID 58073896, compoundYield 75.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-[4′-(tert-butyl-dimethyl-silanyloxymethyl)-2,3,5,6-tetrafluoro-biphenyl-4-yl]-6-methyl-1H-benzoimidazole-4-carboxylic acid methyl ester (2.0 g, 3.58 mmol) was suspended in an q. solution of 4 N HCl (100 mL) and stirred at room temperature for 4 h. TLC shows completion of the reaction. The reaction mixture was diluted with water and extracted with ethyl acetate (100 mL×3). Ethyl acetate layer washed with water (50 mL×2) and brine. Dried over anhydrous sodium sulphate and concentrated to get off white solid (1.2 g, 75.9%) which was directly taken to next step.

Workup

  1. customcompletion of the reaction
  2. extractionextracted with ethyl acetate (100 mL×3)
  3. washEthyl acetate layer washed with water (50 mL×2) and brine
  4. dry with materialDried over anhydrous sodium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b566db81974a4eeebc55386151b99c4c
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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