Hydrochloric Acid → HCID 59320781, compound

HRID 341225Notes

Reaction equation

HRID 341225 reaction equation
C([O:3][C:4](=[O:31])/[CH:5]=[CH:6]/[C:7]1[CH:12]=[CH:11][N:10]2[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([NH:22][C:23]([NH:25][CH2:26][C:27]([F:30])([F:29])[F:28])=[O:24])[CH:17]=3)=[CH:14][N:15]=[C:9]2[CH:8]=1)C.C([O-])([O-])=O.[Na+].[Na+].Cl>CCO>[F:30][C:27]([F:28])([F:29])[CH2:26][NH:25][C:23](=[O:24])[NH:22][C:18]1[CH:17]=[C:16]([C:13]2[N:10]3[CH:11]=[CH:12][C:7](/[CH:6]=[CH:5]/[C:4]([OH:31])=[O:3])=[CH:8][C:9]3=[N:15][CH:14]=2)[CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 59321019HCID 59321019, compound

Product 1

HCID 59320781HCID 59320781, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of (E)-3-(3-{3-[3-(2,2,2-Trifluoro-ethyl)-ureido]-phenyl}-imidazo[1,2-a]pyridin-7-yl)-acrylic acid ethyl ester (83 mg, 0.19 mmol) in EtOH (10 ml) was added 1M Na2CO3 (4 ml) and the reaction heated to 80° C. for 1.5 h. The reaction was neutralised using 1M HCl and then concentrated. The residue was taken up in hot EtOH, filtered and the solvent removed in vacuo to afford the product. MS: [M+H]+ 405.

Workup

  1. concentrationconcentrated
  2. filtrationfiltered
  3. customthe solvent removed in vacuo
  4. customto afford the product

Sources & evidence

ORD record
ord-67b7425560b5433cb5002489e872b1a1
Source dataset
uspto-grants-2014_11
Patent number
US08895745B2

Reaction notes

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