Hydrochloric Acid → Hydrochloric Acid

HRID 493225Notes

Reaction equation

HRID 493225 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[C:29]([Cl:30])=[CH:28][C:18]3[C:19]([CH3:27])=[C:20]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[O:21][C:17]=3[CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:31]>O1CCOCC1>[CH2:25]([O:24][C:22]([C:20]1[O:21][C:17]2[CH:16]=[C:15]([O:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[C:29]([Cl:30])=[CH:28][C:18]=2[C:19]=1[CH3:27])=[O:23])[CH3:26].[ClH:31]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 688787714-(5-Chloro-2-ethoxycarbonyl-3-methyl-benzofuran-6-yloxy)-piperidine-1-carboxylic acid tert-butyl ester

Product 2

HCID 313Hydrochloric AcidHCID 687264535-Chloro-3-methyl-6-(piperidin-4-yloxy)-benzofuran-2-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The above prepared 4-(5-chloro-2-ethoxycarbonyl-3-methyl-benzofuran-6-yloxy)-piperidine-1-carboxylic acid tert-butyl ester (1.457 g, 3.327 mmol) was dissolved in 8 mL of dioxane and treated with HCl (16.5 mL of 4N [dioxane], 20 eq.) and the mixture kept at ambient temperature for 2 h. Careful evaporation of all solvents and drying yielded 1.36 of the title product as hydrochloride as white crystals, which was further processed without additional purification.

Workup

  1. customCareful evaporation of all solvents
  2. customdrying

Sources & evidence

ORD record
ord-680243f4c6494a92a2c79707874d0017
Source dataset
uspto-grants-2009_05
Patent number
US07534788B2

Reaction notes

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