Benzyl Bromide → 1-Benzyl-6-chloro-4-methyl-3-oxo-1,3-dihydropyrazolo[3,4-b]pyridine-2-carboxylic acid hexylamide

HRID 1685235Notes

Reaction equation

HRID 1685235 reaction equation
[CH2:1]([NH:7][C:8]([N:10]1[C:18](=[O:19])[C:17]2[C:12](=[N:13][C:14]([Cl:21])=[CH:15][C:16]=2[CH3:20])[NH:11]1)=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].Br[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(N(CC)CC)C>CN(C=O)C>[CH2:1]([NH:7][C:8]([N:10]1[C:18](=[O:19])[C:17]2[C:12](=[N:13][C:14]([Cl:21])=[CH:15][C:16]=2[CH3:20])[N:11]1[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 86628147HCID 86628147, compound

Product 1

HCID 866281551-Benzyl-6-chloro-4-methyl-3-oxo-1,3-dihydropyrazolo[3,4-b]pyridine-2-carboxylic acid hexylamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 2, 50 mg (0.16 mmol) of 6-chloro-4-methyl-3-oxo-1,3-dihydro-pyrazolo[3,4-b]pyridin-2-carboxylic acid hexylamide were reacted with 33 mg (0.19 mmol) of bromomethylbenzene in DMF with triethylamine. Yield: 20 mg (31%), M+H+: 401.16.

Sources & evidence

ORD record
ord-0f2a12e6fd0d4c52ae769919263c4865
Source dataset
uspto-grants-2012_04
Patent number
US08148395B2

Reaction notes

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