Nitrogen → HCID 20773403, compound

HRID 2247301Notes

Reaction equation

HRID 2247301 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][N:26]=[C:25]([O:29][CH3:30])[CH:24]=2)=[O:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].N#N>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:28]=[CH:27][N:26]=[C:25]([O:29][CH3:30])[CH:24]=2)=[O:13])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 947NitrogenHCID 86590383HCID 86590383, compound

Product 1

HCID 20773403HCID 20773403, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

6-Chloro-3-[(2-methoxy-pyridin-4-ylmethyl)-amino]-pyridazine-4-carboxylic acid (4-tert-butyl-phenyl)-amide (150 mg, 0.35 mmol) was dissolved in MeOH (5 mL). 10% Pd/C (50 mg) was added to above under N2 atmosphere. The system was charged with H2 balloon, and the reaction was stirred under H2 gas for 3 h. The crude was subjected to Flash chromatography (5% MeOH/DCM) for further purification, affording desired product as yellow solid. MS (ES+): 392 (M+H). Calc'd. for C22H25N5O2—391.20.

Workup

  1. additionThe system was charged with H2 balloon
  2. customThe crude was subjected to Flash chromatography (5% MeOH/DCM) for further purification

Sources & evidence

ORD record
ord-f8e794e280e640cfb24b59bc776fd611
Source dataset
uspto-grants-2010_03
Patent number
US07687643B2

Reaction notes

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