Acetic Acid → HCID 69286949, compound

HRID 2222189Notes

Reaction equation

HRID 2222189 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([N:11]([C:22](=[O:30])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[Cl:29])[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)[S:9][CH:10]=1)=[O:5])C.C(O)(=O)C.Cl>O1CCOCC1>[Cl:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[C:22]([N:11]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=1)[C:8]1[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=1)=[O:30]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 11201703HCID 11201703, compound

Product 1

HCID 69286949HCID 69286949, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2.09 g (4.68 mmol) 2-[(2-Chloro-benzoyl)-(3,4-dimethoxy-phenyl)-amino]-thiazole-4-carboxylic acid ethyl ester, 2.5 ml acetic acid and 7.5 ml HCl conc. in 10 ml dioxane was heated to 60° C. for 2 h. The mixture was subjected to reversed phase HPLC purification eluting with an acetonitrile/water gradient to yield after evaporation of the product fractions 1.1 g (56%) of the title compound. MS (m/e): 419.2 (MH+, 100%)

Workup

  1. customThe mixture was subjected to reversed phase HPLC purification
  2. washeluting with an acetonitrile/water gradient
  3. customto yield
  4. customafter evaporation of the product fractions 1.1 g (56%) of the title compound

Sources & evidence

ORD record
ord-f7e76a79b7f34a05b22de631e16422a8
Source dataset
uspto-grants-2008_05
Patent number
US07371751B2

Reaction notes

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