4-(1,3-di-tert-butyl-1H-pyrazol-5-ylamino)-N-(thiazol-2-yl)benzenesulfonamide → HCID 178441134, compound

HRID 1644648Notes

Reaction equation

HRID 1644648 reaction equation
C([N:5]1[C:9]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([NH:20][C:21]3[S:22][CH:23]=[CH:24][N:25]=3)(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[CH:8][C:7]([C:26]([CH3:29])([CH3:28])[CH3:27])=[N:6]1)(C)(C)C>C(O)=O>[C:26]([C:7]1[CH:8]=[C:9]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([NH:20][C:21]3[S:22][CH:23]=[CH:24][N:25]=3)(=[O:19])=[O:18])=[CH:13][CH:12]=2)[NH:5][N:6]=1)([CH3:29])([CH3:27])[CH3:28]

Participants

3

Reactant 1

HCID 575512154-(1,3-di-tert-butyl-1H-pyrazol-5-ylamino)-N-(thiazol-2-yl)benzenesulfonamide

Product 1

HCID 178441134HCID 178441134, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of 4-(2,5-di-tert-butyl-2H-pyrazol-3-ylamino)-N-thiazol-2-yl-benzenesulfonamide (20 mg, 0.04 mmol, 1.0 equiv) was heated in 1.0 mL of formic acid at 95° C. After 16 h, the reaction mixture was concentrated in vacuo. The residue was purified via automated flash chromatography (4 g SiO2, gradient from chloroform to 12% methanol in chloroform) to afford the product as an off-white solid (9 mg, 60%).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customThe residue was purified

Sources & evidence

ORD record
ord-9a9303f19c8449408e2587148e1f62a7
Source dataset
uspto-grants-2012_02
Patent number
US08124610B2

Reaction notes

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