Benzenesulfonyl chloride → HCID 57636456, compound

HRID 2110271Notes

Reaction equation

HRID 2110271 reaction equation
[CH:1]([NH:4][C:5]1[C:13]2[C:8](=[CH:9][C:10]([NH2:14])=[CH:11][CH:12]=2)[NH:7][N:6]=1)([CH3:3])[CH3:2].[C:15]1([S:21](Cl)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>N1C=CC=CC=1>[CH:1]([NH:4][C:5]1[C:13]2[C:8](=[CH:9][C:10]([NH:14][S:21]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)(=[O:23])=[O:22])=[CH:11][CH:12]=2)[NH:7][N:6]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 57636448HCID 57636448, compound

Product 1

HCID 57636456HCID 57636456, compoundYield 9.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

N*3*-Isopropyl-1H-indazole-3,6-diamine (0.036 g, 0.19 mmol) was dissolved in 1 mL pyridine and benzenesulfonyl chloride (0.024 mL, 0.19 mmol) was added. The reaction mixture was heated to 100° C. and stirred for an hour, then cooled and concentrated under reduced pressure. The residue was chromatographed through silica gel (EtOAc/hexanes 0-50%) to give 6.0 mg of N-(3-Isopropylamino-1H-indazol-6-yl)-benzenesulfonamide, MS (M+H)=359.

Workup

  1. temperaturecooled
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was chromatographed through silica gel (EtOAc/hexanes 0-50%)

Sources & evidence

ORD record
ord-2499804904364464a4c18342ca839b8d
Source dataset
uspto-grants-2009_04
Patent number
US07517901B2

Reaction notes

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