Hydrochloric Acid → HCID 68702365, compound

HRID 2244383Notes

Reaction equation

HRID 2244383 reaction equation
C([O:3][C:4](=[O:41])[CH2:5][NH:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=1[C:14](=[O:40])[N:15]([CH2:29][C:30]1[CH:35]=[CH:34][C:33]([C:36]([CH3:39])([CH3:38])[CH3:37])=[CH:32][CH:31]=1)[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][C:25]([F:28])([F:27])[F:26])[CH:19]=1)C.Cl.O>CO.[OH-].[Na+]>[C:36]([C:33]1[CH:32]=[CH:31][C:30]([CH2:29][N:15]([CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([O:24][C:25]([F:27])([F:28])[F:26])[CH:19]=2)[C:14]([C:8]2[CH:9]=[C:10]([Cl:13])[CH:11]=[CH:12][C:7]=2[NH:6][CH2:5][C:4]([OH:41])=[O:3])=[O:40])=[CH:35][CH:34]=1)([CH3:39])([CH3:37])[CH3:38]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 68699163HCID 68699163, compound

Product 1

HCID 68702365HCID 68702365, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 33 mg of (2-{(4-tert-butyl-benzyl)-[2-(3-trifluoromethoxy-phenyl)-ethyl]-carbamoyl}-4-chloro-phenylamino)-acetic acid ethyl ester (0.06 mmol) in 0.5 ml methanol and 0.11 ml 1N aqueous NaOH was heated for 2 hours to 50° C. After cooling down to RT the mixture was neutralized with 0.11 ml 1N aqueous HCl, treated with a small amount of water, and extracted twice with ethylacetate. The combined organic phases were washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo to give 26 mg (79%) of the title compound as an off-white solid. MS (ISP) 563.4 (M+H)+.

Workup

  1. extractionextracted twice with ethylacetate
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-98dfbdbfbb2d454b893aa3f9ca1ec428
Source dataset
uspto-grants-2010_03
Patent number
US07678818B2

Reaction notes

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