1-(6-bromo-1H-indol-3-yl)-2,2,2-trifluoroethanone → 2-(6-bromo-1H-indol-3-yl)-1,1,1-trifluoro-propan-2-ol

HRID 2273024Notes

Reaction equation

HRID 2273024 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[CH3:17][Mg]Cl>>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([OH:16])([CH3:17])[C:12]([F:13])([F:14])[F:15])=[CH:7][NH:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 127063701-(6-bromo-1H-indol-3-yl)-2,2,2-trifluoroethanoneHCID 178418332HCID 178418332, compound

Product 1

HCID 1178182722-(6-bromo-1H-indol-3-yl)-1,1,1-trifluoro-propan-2-ol

Procedure

1-(6-Bromo-1H-indol-3-yl)-2,2,2-trifluoro-ethanone is treated with methylmagnesiumchloride at −78° C. to rt to obtain 2-(6-bromo-1H-indol-3-yl)-1,1,1-trifluoro-propan-2-ol, which is coupled with 8-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine following general procedure 2.

Sources & evidence

ORD record
ord-9b04861a420040858f8c385e4c2eeafb
Source dataset
uspto-grants-2015_09
Patent number
US09120804B2

Reaction notes

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