Trifluoroacetic acid → 5-{4-[2-(Indol-3-yl)ethoxy]benzyl}thiazolidine-2,4-dione

HRID 1601764Notes

Reaction equation

HRID 1601764 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][O:12][C:13]2[CH:45]=[CH:44][C:16]([CH2:17][CH:18]3[S:22][C:21](=[O:23])[N:20](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C:19]3=[O:43])=[CH:15][CH:14]=2)=[CH:2]1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][O:12][C:13]2[CH:45]=[CH:44][C:16]([CH2:17][CH:18]3[S:22][C:21](=[O:23])[NH:20][C:19]3=[O:43])=[CH:15][CH:14]=2)=[CH:2]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 232983255-{4-[2-(Indol-3-yl)ethoxy]benzyl}-3-triphenylmethylthiazolidine-2,4-dione

Product 1

HCID 232983545-{4-[2-(Indol-3-yl)ethoxy]benzyl}thiazolidine-2,4-dioneYield 62.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A procedure similar to that described in Example 2 was repeated, except that 1.77 g of 5-{4-[2-(indol-3-yl)ethoxy]benzyl}-3-triphenylmethylthiazolidine-2,4-dione (prepared as described in Preparation 11), 53 ml of methylene chloride and 0.3 ml of trifluoroacetic acid were used, to give 0.67 g of the title compound, melting at 42.6-44.5° C.

Sources & evidence

ORD record
ord-65a8c030accd4f74b6b21fa1c777c6bf
Source dataset
uspto-grants-1999_11
Patent number
US05977365

Reaction notes

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