HCID 18007517, compound → HCID 18007535, compound

HRID 844249Notes

Reaction equation

HRID 844249 reaction equation
[CH2:1]([NH:4][CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:16]3[CH:20]=[CH:19][S:18][CH:17]=3)[CH:14]=2)[CH:9]=[N:8]1)[CH:2]=[CH2:3]>[Pd].C(OCC)(=O)C>[CH2:1]([NH:4][CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:16]3[CH:20]=[CH:19][S:18][CH:17]=3)[CH:14]=2)[CH:9]=[N:8]1)[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 18007517HCID 18007517, compound

Product 1

HCID 18007535HCID 18007535, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A small scoop of palladium on carbon (10%˜10 mg, catalytic) was added to a solution of 1-(2-(N-allylamino)ethyl)-6-(3-thienyl)-1H-indazole (15 mg, 0.053 mmol) in ethyl acetate (1 mL). The resulting mixture was stirred under an atmosphere of hydrogen gas in a balloon for 1 h. Filtration through an SPE cartridge (Supelco, 6 mL, silica gel, 1000 mg, gradient from 0-10% 2M methanolic ammonia in ethyl acetate) gave the title product (12.2 mg, 81%).

Workup

  1. filtrationFiltration through an SPE cartridge (Supelco, 6 mL, silica gel, 1000 mg, gradient from 0-10% 2M methanolic ammonia in ethyl acetate)

Sources & evidence

ORD record
ord-4eaf557af92c43be8ecba6880027c1fc
Source dataset
uspto-grants-2002_04
Patent number
US06380242B1

Reaction notes

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