HCID 10070305, compound → HCID 10429738, compound

HRID 2211679Notes

Reaction equation

HRID 2211679 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([C:14]2[CH:19]=[C:18](Cl)[N:17]=[N:16][C:15]=2[NH:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)=[O:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]([C:14]2[CH:19]=[CH:18][N:17]=[N:16][C:15]=2[NH:21][CH2:22][C:23]2[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=2)=[O:13])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 10070305HCID 10070305, compound

Product 1

HCID 10429738HCID 10429738, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 6-chloro-3-(4-fluoro-benzylamino)-pyridazine-4-carboxylic acid (4-tert-butyl-phenyl)-amide (0.210 g, 0.51 mmol) and Pd/C (50 mg, 10% weight) in 10 mL of MeOH was placed under H2 from a balloon and stirred at RT for 26 h, filtered through Celite®, condensed, and purified by flash column chromatography (0.5% to 2% of MeOH in CH2Cl2, then 1% of MeOH and 1% of NH4OH in CH2Cl2). The titled product was obtained as a light yellowish solid. MS (ES+): 379.0(M+H)+. Calc'd for C22H23FN4O-378.44.

Workup

  1. filtrationfiltered through Celite®, condensed
  2. custompurified by flash column chromatography (0.5% to 2% of MeOH in CH2Cl2

Sources & evidence

ORD record
ord-d45cfba8c2a14a4a8e9e728e14f08360
Source dataset
uspto-grants-2006_09
Patent number
US07101868B2

Reaction notes

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