Hydrogen Bromide → HCID 57513827, compound

HRID 2368413Notes

Reaction equation

HRID 2368413 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]([NH:11][C:12](=[O:27])[C:13]([NH:16]C(OCC2C=CC=CC=2)=O)([CH3:15])[CH3:14])=[N:8][C:7]=1[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:5])[CH3:2].Br.[OH-].[K+]>C(O)(=O)C>[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]([NH:11][C:12](=[O:27])[C:13]([NH2:16])([CH3:15])[CH3:14])=[N:8][C:7]=1[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 14797Potassium HydroxideHCID 57513826HCID 57513826, compound

Product 1

HCID 57513827HCID 57513827, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-4-phenyl-thiazole-5-carboxylic acid ethyl ester (1.57 g, 3.36 mmol) and 33% HBr (in acetic acid, 8 mL) in acetic acid (7 mL) was stirred at RT for 2 h, basified carefully to pH 7˜8 by addition of aqueous KOH, and the product was extracted with ethyl acetate, dried over MgSO4, concentrated and chromatographed to give the title compound. m/z 334.1 (MH+).

Workup

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

Sources & evidence

ORD record
ord-4190bf3d35fb4bc6a8aae7adc19b9bfe
Source dataset
uspto-grants-2014_04
Patent number
US08703761B2

Reaction notes

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