Sodium Hydroxide → HCID 46947571, compound

HRID 1470669Notes

Reaction equation

HRID 1470669 reaction equation
C[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]([CH2:28][N:29]5[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]5)=[CH:24][CH:23]=4)=[C:16]([F:35])[C:15]=3[F:36])[NH:10][C:9]=2[CH:8]=[C:7]([CH3:37])[CH:6]=1)=[O:4].[OH-].[Na+]>O1CCCC1>[CH3:37][C:7]1[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[C:13]2[N:12]=[C:11]([C:14]3[C:15]([F:36])=[C:16]([F:35])[C:17]([C:22]4[CH:27]=[CH:26][C:25]([CH2:28][N:29]5[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]5)=[CH:24][CH:23]=4)=[C:18]([F:21])[C:19]=3[F:20])[NH:10][C:9]=2[CH:8]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58073923HCID 58073923, compound

Product 1

HCID 46947571HCID 46947571, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To the solution of 6-methyl-2-(2,3,5,6-tetrafluoro-4′-piperidin-1-ylmethyl-biphenyl-4-yl)-1H-benzoimidazole-4-carboxylic acid methyl ester (0.145 g, 0.283 mmol) in tetrahydrofuran (50 mL) was added an aq. solution of 5 N sodium hydroxide (10 mL). The reaction mixture was stirred at 60° C. for 4 hours. TLC shows completion of the reaction. The reaction mixture was cooled to room temperature, then concentrated and the obtained residue was acidified with an aq. solution of 50% HCl. The resulting precipitate was filtered and purified by preparative HPLC.

Workup

  1. customcompletion of the reaction
  2. temperatureThe reaction mixture was cooled to room temperature
  3. concentrationconcentrated
  4. filtrationThe resulting precipitate was filtered
  5. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-e319ff5a6a904c099a60eded3e59eceb
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

Loading…