Isopropanol → 2-Isopropoxy-N-[4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-yl]-isonicotinamide

HRID 1582159Notes

Reaction equation

HRID 1582159 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][N:27]=1)[C:5]([NH:7][C:8]1[S:9][C:10]2[C:16]([CH:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:15][CH:14]=[C:13]([O:23][CH3:24])[C:11]=2[N:12]=1)=[O:6].[H-].[Na+].[CH:30]([OH:33])([CH3:32])[CH3:31]>O1CCOCC1.CN(C=O)C>[CH:30]([O:33][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][N:27]=1)[C:5]([NH:7][C:8]1[S:9][C:10]2[C:16]([CH:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:15][CH:14]=[C:13]([O:23][CH3:24])[C:11]=2[N:12]=1)=[O:6])([CH3:32])[CH3:31]

Participants

6

Reactant 3

HCID 3776IsopropanolHCID 24758Sodium hydrideHCID 227195382-Bromo-N-[4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-yl]-isonicotinamide

Product 1

HCID 101271672-Isopropoxy-N-[4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-yl]-isonicotinamide

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 312751,4-DioxaneSolvent

Procedure

From 2-bromo-N-[4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-yl]-isonicotinamide with sodium hydride and isopropanol in dioxane and DMF. ES-MS m/e (%): 414 (M+H+, 100).

Sources & evidence

ORD record
ord-dcd38175a68f4fe8b0bd4fd84338f5ff
Source dataset
uspto-grants-2004_05
Patent number
US06734179B2

Reaction notes

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