HCID 118060468, compound → HCID 118059904, compound

HRID 2274845Notes

Reaction equation

HRID 2274845 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][C:7]=1[N:8]1[CH:12]=[C:11]([C:13]2[C:21]3[C:16](=[CH:17][C:18]([F:22])=[CH:19][CH:20]=3)[N:15]([S:23]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)(=[O:25])=[O:24])[CH:14]=2)[CH:10]=[N:9]1>CO.[Pd]>[F:22][C:18]1[CH:17]=[C:16]2[C:21]([C:13]([C:11]3[CH:10]=[N:9][N:8]([C:7]4[CH:6]=[CH:5][N:4]=[N:3][CH:2]=4)[CH:12]=3)=[CH:14][N:15]2[S:23]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)(=[O:24])=[O:25])=[CH:20][CH:19]=1

Participants

4

Reactant 1

HCID 118060468HCID 118060468, compound

Product 1

HCID 118059904HCID 118059904, compoundYield 74.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3-(1-(3,6-dichloropyridazin-4-yl)-1H-pyrazol-4-yl)-6-fluoro-1-(phenylsulfonyl)-1H-indole (Step 1; 80 mg; 0.16 mmol) and Pd/C (30 mg; 10%) in MeOH (15 mL) was stirred for 1 hour under a hydrogen balloon. The reaction mixture was filtered and concentrated to afford 50 mg (64%) of the title compound as a yellow solid, which was used directly without further purification.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-69126f5acdb94bc9a595e8bb417b6623
Source dataset
uspto-grants-2015_09
Patent number
US09126984B2

Reaction notes

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