Thionyl Chloride → HCID 13603937, compound

HRID 638276Notes

Reaction equation

HRID 638276 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH:6]=[C:5]2[N:18]1[CH2:23][CH2:22][CH:21]([C:24]([OH:26])=O)[CH2:20][CH2:19]1.S(Cl)([Cl:29])=O>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH:6]=[C:5]2[N:18]1[CH2:23][CH2:22][CH:21]([C:24]([Cl:29])=[O:26])[CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 13603936HCID 13603936, compound

Product 1

HCID 13603937HCID 13603937, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4 g of 1-[6-fluoro-2-phenyl-4-quinolinyl]-4-piperidinecarboxylic acid, 12 ml of thionyl chloride, and 100 ml of methylene chloride were stirred and heated under reflux for 1 hr. The reaction mixture was cooled and concentrated in vacuo to leave 4.2 g of product as a yellow solid, mp 243°-5°.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 hr
  3. temperatureThe reaction mixture was cooled
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-54d4ede9d04c48abbb2e9baa7eab1a8b
Source dataset
uspto-grants-1985_12
Patent number
US04560692

Reaction notes

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