2,2-Dimethyl-5-({6-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}[4-(trifluoromethyl)phenyl]methyl)-1,3-dioxane-4,6-dione → Ethyl 3-{6-fluoro-7[(methylsulfanyl)methyl]-1H-indol-3-yl}-3-[4-(trifluoromethyl)phenyl]propanoate

HRID 561407Notes

Reaction equation

HRID 561407 reaction equation
[CH3:1][C:2]1(C)OC(=O)[CH:5]([CH:9]([C:20]2[C:28]3[C:23](=[C:24]([CH2:30][S:31][CH3:32])[C:25]([F:29])=[CH:26][CH:27]=3)[NH:22][CH:21]=2)[C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[C:4](=[O:33])[O:3]1.ClC1C=CC(C(C2C3C(=C(CSC)C(F)=CC=3)NC=2)CC(OCC)=O)=CC=1>>[F:29][C:25]1[C:24]([CH2:30][S:31][CH3:32])=[C:23]2[C:28]([C:20]([CH:9]([C:10]3[CH:11]=[CH:12][C:13]([C:16]([F:19])([F:17])[F:18])=[CH:14][CH:15]=3)[CH2:5][C:4]([O:3][CH2:2][CH3:1])=[O:33])=[CH:21][NH:22]2)=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 583921882,2-Dimethyl-5-({6-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}[4-(trifluoromethyl)phenyl]methyl)-1,3-dioxane-4,6-dioneHCID 58392255Ethyl 3-(4-chlorophenyl)-3-{6-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}propanoate

Product 1

HCID 58392130Ethyl 3-{6-fluoro-7[(methylsulfanyl)methyl]-1H-indol-3-yl}-3-[4-(trifluoromethyl)phenyl]propanoate

Procedure

The title compound was prepared starting from 3.82 g (7.71 mmol) of the compound from Example 22A in analogy to the synthesis of the compound from Example 47A. 3.05 g (90% of theory) of the title compound were obtained.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-9ac6e325dacd4ab9b8b4d1872b08bd1d
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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