Potassium Iodide → HCID 69280386, compound

HRID 1767973Notes

Reaction equation

[C:1]([O:5][C:6](=[O:18])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([OH:17])[CH:15]=2)[CH:10]=[CH:9]1)([CH3:4])([CH3:3])[CH3:2].Cl[CH2:20][C:21]1[S:25][C:24]([C:26]2[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[C:28]([F:36])[C:27]=2[F:37])=[N:23][C:22]=1[CH3:38].C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+]>>[C:1]([O:5][C:6](=[O:18])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH2:20][C:21]3[S:25][C:24]([C:26]4[CH:31]=[CH:30][C:29]([C:32]([F:34])([F:35])[F:33])=[C:28]([F:36])[C:27]=4[F:37])=[N:23][C:22]=3[CH3:38])[CH:15]=2)[CH:10]=[CH:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 4

HCID 4875Potassium Iodide

HCID 10796Cesium carbonate

HCID 23614504HCID 23614504, compound

HCID 69283069tert-Butyl (6-hydroxy-1H-indol-1-yl)acetate

Product 1

HCID 69280386HCID 69280386, compound

Procedure

In analogy to the procedure described in example 1 a], (6-hydroxy-indol-1-yl)-acetic acid tert-butyl ester (example 6 b]) was reacted with 5-chloromethyl-2-(2,3-difluoro-4-trifluoromethyl-phenyl)-4-methyl-thiazole in the presence of cesium carbonate and potassium iodide to obtain {6-[2-(2,3-difluoro-4-trifluoromethyl-phenyl)-4-methyl-thiazol-5-ylmethoxy]-indol-1-yl}-acetic acid tert-butyl ester as colorless liquid.

Sources & evidence

ORD record: ord-1167e703ede6473595b611b199bb0997
Source dataset: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07235572B2

Reaction notes

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