Sodium hydride → 6-(2-Benzylamino-2,2-dimethylethoxy)-nicotinic acid amide

HRID 2399160Notes

Reaction equation

HRID 2399160 reaction equation
[CH2:1]([NH:8][C:9]([CH3:13])([CH3:12])[CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Cl[C:17]1[CH:25]=[CH:24][C:20]([C:21]([NH2:23])=[O:22])=[CH:19][N:18]=1>CN(C)C=O>[CH2:1]([NH:8][C:9]([CH3:13])([CH3:12])[CH2:10][O:11][C:17]1[CH:25]=[CH:24][C:20]([C:21]([NH2:23])=[O:22])=[CH:19][N:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 804566-ChloronicotinamideHCID 9623682-(Benzylamino)-2-methylpropan-1-ol

Product 1

HCID 539610346-(2-Benzylamino-2,2-dimethylethoxy)-nicotinic acid amide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Reaction of 47 g of 2-benzylamino-2-methyl-1-propanol, 13.3 g of sodium hydride dispersion and 23.5 g of 6-chloronicotinic acid amide in 300 ml of dimethylformamide analogously to Example 1(a) gives 6-(2-benzylamino-2,2-dimethyl-ethoxy)-nicotinic acid amide of melting point 125°-126° C.

Sources & evidence

ORD record
ord-06c3d647e4df4b07af4a6205b8732066
Source dataset
uspto-grants-1977_05
Patent number
US04027027

Reaction notes

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