5-[4-(1-Methylindol-2-ylmethoxy)benzyl]-3-triphenylmethylthiazolidine-2,4-dione → HCID 23298328, compound

HRID 1601768Notes

Reaction equation

HRID 1601768 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH2:11][O:12][C:13]1[CH:45]=[CH:44][C:16]([CH2:17][CH:18]2[S:22][C:21](=[O:23])[N:20](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[C:19]2=[O:43])=[CH:15][CH:14]=1>[Pd].O1CCOCC1>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:17][CH:18]2[S:22][C:21](=[O:23])[NH:20][C:19]2=[O:43])=[CH:44][CH:45]=1

Participants

4

Reactant 1

HCID 232983325-[4-(1-Methylindol-2-ylmethoxy)benzyl]-3-triphenylmethylthiazolidine-2,4-dione

Product 1

HCID 23298328HCID 23298328, compoundYield 76.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

A procedure similar to that described in Example 6 was repeated, except that 3.24 g of 5-[4-(1-methylindol-2-ylmethoxy)benzyl]-3-triphenylmethylthiazolidine-2,4-dione (prepared as described in Preparation 24), 4.86 g of 10% w/w palladium-on-charcoal and 100 ml of dioxane were used, to give 1.49 g of the title compound, melting at 174.3-175.5° C.

Sources & evidence

ORD record
ord-09b8b2ffc1354da88116dce64228f699
Source dataset
uspto-grants-1999_11
Patent number
US05977365

Reaction notes

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