Sulfuryl chloride → HCID 87177097, compound

HRID 1804748Notes

Reaction equation

HRID 1804748 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=1)[C:6]([C:19]([OH:21])=O)=[CH:5]2.S(Cl)([Cl:25])(=O)=O>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=1)[C:6]([C:19]([Cl:25])=[O:21])=[CH:5]2

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 574315135-fluoro-1-(3-fluorobenzyl)-1H-indole-2-carboxylic acid

Product 1

HCID 87177097HCID 87177097, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

This product is prepared by refluxing for 3 hours a solution of 10 g (34.81 mmol) of 5-fluoro-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxylic acid, prepared in step 1.1, and 25.4 mL (0.348 mol) of sulfonyl chloride in 174 mL of toluene. After this time, the reaction mixture is concentrated under reduced pressure. The resulting mixture is taken up twice successively in 100 mL of toluene and then concentrated under reduced pressure. The product is used in the rest of the synthesis without a further purification step.

Workup

  1. customThis product is prepared
  2. concentrationAfter this time, the reaction mixture is concentrated under reduced pressure
  3. concentrationconcentrated under reduced pressure
  4. customThe product is used in the rest of the synthesis without a further purification step

Sources & evidence

ORD record
ord-bc3e711812c34944b94c9662164128fa
Source dataset
uspto-grants-2013_01
Patent number
US08354425B2

Reaction notes

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