Methyl iodide → 6-Chloro-1,4-dimethyl-3-oxo-1,3-dihydropyrazolo[3,4-b]pyridine-2-carboxylic acid (R)-indan-1-ylamide

HRID 1685234Notes

Reaction equation

HRID 1685234 reaction equation
[C@H:1]1([NH:10][C:11]([N:13]2[C:21](=[O:22])[C:20]3[C:15](=[N:16][C:17]([Cl:24])=[CH:18][C:19]=3[CH3:23])[NH:14]2)=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.IC.[CH2:27](N(CC)CC)C>CN(C=O)C>[C@H:1]1([NH:10][C:11]([N:13]2[C:21](=[O:22])[C:20]3[C:15](=[N:16][C:17]([Cl:24])=[CH:18][C:19]=3[CH3:23])[N:14]2[CH3:27])=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8471TriethylamineHCID 86628149HCID 86628149, compound

Product 1

HCID 866281546-Chloro-1,4-dimethyl-3-oxo-1,3-dihydropyrazolo[3,4-b]pyridine-2-carboxylic acid (R)-indan-1-ylamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 2, 103 mg (0.3 mmol) of 6-chloro-4-methyl-3-oxo-1,3-dihydro-pyrazolo[3,4-b]pyridine-2-carboxylic acid (R)-indan-1-ylamide were reacted with 64 mg (0.45 mmol) of iodomethane in DMF with triethylamine. Yield: 56 mg (52%), M+H+: 357.09.

Sources & evidence

ORD record
ord-6cce54cfba954b83a782c4c1782ab8aa
Source dataset
uspto-grants-2012_04
Patent number
US08148395B2

Reaction notes

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