Hydrochloric Acid → HCID 178524161, compound

HRID 1913161Notes

Reaction equation

HRID 1913161 reaction equation
[C:1]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:6]=[CH:5][C:4]([C:7]([N:9]2[CH2:14][CH2:13][CH:12]([C:15]3[NH:19][C:18]4[CH:20]=[CH:21][C:22]([C:24]([O:26]C)=[O:25])=[CH:23][C:17]=4[N:16]=3)[CH2:11][CH2:10]2)=[O:8])=[CH:3][CH:2]=1.Cl>C1COCC1>[C:1]1([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:2]=[CH:3][C:4]([C:7]([N:9]2[CH2:10][CH2:11][CH:12]([C:15]3[NH:19][C:18]4[CH:20]=[CH:21][C:22]([C:24]([OH:26])=[O:25])=[CH:23][C:17]=4[N:16]=3)[CH2:13][CH2:14]2)=[O:8])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178497345HCID 178497345, compound

Product 1

HCID 178524161HCID 178524161, compoundYield 5.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

To a stirred solution of methyl 2-[1-(biphenyl-4-ylcarbonyl)piperidin-4-yl]-1H-benzimidazole-5-carboxylate (74 mg, 0.168 mmol) in THF (2 mL) is added 5M aqueous HCl (3 mL). The reaction is heated at 80° C. for 6 h. The mixture is concentrated under reduced pressure and the resulting residue is purified by preparative HPLC to give 4 mg of 2-[1-(biphenyl-4-ylcarbonyl)piperidin-4-yl]-1H-benzimidazole-5-carboxylic acid.

Workup

  1. concentrationThe mixture is concentrated under reduced pressure
  2. customthe resulting residue is purified by preparative HPLC

Sources & evidence

ORD record
ord-c3f739ce545942919eee8e796ef554dc
Source dataset
uspto-grants-2013_12
Patent number
US08609696B2

Reaction notes

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