(2,3-dihydro-1H-inden-5-yl)boronic acid → 5-(2,3-dihydro-1H-inden-5-yl)-6-(2,2,2-trifluoroethoxy)-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)nicotinamide

HRID 1528487Notes

Reaction equation

HRID 1528487 reaction equation
Br[C:2]1[C:3]([O:21][CH2:22][C:23]([F:26])([F:25])[F:24])=[N:4][CH:5]=[C:6]([CH:20]=1)[C:7]([NH:9][CH2:10][C:11]1[O:15][N:14]=[C:13]([C:16]([F:19])([F:18])[F:17])[N:12]=1)=[O:8].[CH2:27]1[C:35]2[C:30](=[CH:31][C:32](B(O)O)=[CH:33][CH:34]=2)[CH2:29][CH2:28]1>>[CH2:27]1[C:35]2[C:30](=[CH:31][C:32]([C:2]3[C:3]([O:21][CH2:22][C:23]([F:26])([F:25])[F:24])=[N:4][CH:5]=[C:6]([CH:20]=3)[C:7]([NH:9][CH2:10][C:11]3[O:15][N:14]=[C:13]([C:16]([F:19])([F:18])[F:17])[N:12]=3)=[O:8])=[CH:33][CH:34]=2)[CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 22240187(2,3-dihydro-1H-inden-5-yl)boronic acidHCID 866631435-bromo-6-(2,2,2-trifluoroethoxy)-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)nicotinamide

Product 1

HCID 569293735-(2,3-dihydro-1H-inden-5-yl)-6-(2,2,2-trifluoroethoxy)-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)nicotinamide

Procedure

The title compound was synthesized in analogy to Example 83 using 5-bromo-6-(2,2,2-trifluoroethoxy)-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)nicotinamide (example BP) and B-(2,3-dihydro-1H-inden-5-yl)-boronic acid (CAN 196861-31-1) as starting materials; LC-MS (UV peak area/ESI) 100%, 485.1016 (M−H)−.

Sources & evidence

ORD record
ord-2189cbefda8f497a96ecf714161dcb69
Source dataset
uspto-grants-2015_07
Patent number
US09090599B2

Reaction notes

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