Ethyl 5-(3-chloro-4-fluorophenyl)-4-(3-chloro-5-fluorophenyl)furan-2-carboxylate → 5-(3-Chloro-4-fluorophenyl)-4-(3-chloro-5-fluorophenyl)furan-2-carboxylic acid

HRID 2190125Notes

Reaction equation

HRID 2190125 reaction equation
ClC1C=C(C2C=C(C(O)=O)OC=2C2C=CC=C(C#N)C=2)C=C(F)C=1.[Cl:25][C:26]1[CH:27]=[C:28]([C:33]2[O:37][C:36]([C:38]([O:40]CC)=[O:39])=[CH:35][C:34]=2[C:43]2[CH:48]=[C:47]([F:49])[CH:46]=[C:45]([Cl:50])[CH:44]=2)[CH:29]=[CH:30][C:31]=1[F:32]>>[Cl:25][C:26]1[CH:27]=[C:28]([C:33]2[O:37][C:36]([C:38]([OH:40])=[O:39])=[CH:35][C:34]=2[C:43]2[CH:48]=[C:47]([F:49])[CH:46]=[C:45]([Cl:50])[CH:44]=2)[CH:29]=[CH:30][C:31]=1[F:32]

Participants

3

Reactant 2

HCID 58064790Ethyl 5-(3-chloro-4-fluorophenyl)-4-(3-chloro-5-fluorophenyl)furan-2-carboxylateHCID 580647984-(3-Chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylic acid

Product 1

HCID 580647965-(3-Chloro-4-fluorophenyl)-4-(3-chloro-5-fluorophenyl)furan-2-carboxylic acid

Procedure

The preparation of the title compound takes place in analogy to the synthesis of the compound from Example 20A starting with the compound from Example 12A. The crude product obtained after extraction is dried under high vacuum and reacted further without chromatographic purification. 0.65 g (80% of theory) of the title compound with a purity of 75% are obtained.

Workup

  1. customThe crude product obtained
  2. extractionafter extraction
  3. customis dried under high vacuum
  4. customreacted further without chromatographic purification

Sources & evidence

ORD record
ord-e5f74045d968450aaa68cfd764edc0a5
Source dataset
uspto-grants-2012_12
Patent number
US08324268B2

Reaction notes

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