Hydrogen Bromide → HCID 57513835, compound

HRID 2368421Notes

Reaction equation

HRID 2368421 reaction equation
C(OC(=O)[NH:10][C:11]([C:14](=[O:34])[NH:15][C:16]1[S:17][C:18]([C:25](=[O:33])[C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)=[C:19]([C:21]([F:24])([F:23])[F:22])[N:20]=1)([CH3:13])[CH3:12])C1C=CC=CC=1.Br>C(O)(=O)C.[OH-].[K+]>[NH2:10][C:11]([CH3:13])([CH3:12])[C:14]([NH:15][C:16]1[S:17][C:18]([C:25](=[O:33])[C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)=[C:19]([C:21]([F:23])([F:24])[F:22])[N:20]=1)=[O:34]

Participants

5

Reactant 2

HCID 260Hydrogen BromideHCID 57513834HCID 57513834, compound

Product 1

HCID 57513835HCID 57513835, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 14797Potassium HydroxideSolvent

Procedure

A mixture of {1-[5-(4-Fluoro-benzoyl)-4-trifluoromethyl-thiazol-2-ylcarbamoyl]-1-methyl-ethyl}-carbamic acid benzyl ester (1.42 g, 2.79 mmol) and 33% HBr (in acetic acid, 5 mL, 92 mmol) in acetic acid (10 mL) was stirred at RT for 1 h, diluted with aqueous KOH carefully to make pH=8-9, and the product was extracted with ethyl acetate, dried over MgSO4 and concentrated. Chromatography gave the title compound. m/z 376.1 (MH+).

Workup

  1. extractionthe product was extracted with ethyl acetate
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-99002b7d7a1647cabf57c34db5d791b7
Source dataset
uspto-grants-2014_04
Patent number
US08703761B2

Reaction notes

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