3-Chlorobenzenesulphonyl chloride → HCID 57636438, compound

HRID 2110267Notes

Reaction equation

HRID 2110267 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]1[C:27]2[C:22](=[CH:23][C:24]([NH2:28])=[CH:25][CH:26]=2)[NH:21][N:20]=1>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([S:8]([NH:28][C:24]2[CH:23]=[C:22]3[C:27]([C:19]([C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=4[Cl:12])=[N:20][NH:21]3)=[CH:26][CH:25]=2)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 179093-Chlorobenzenesulphonyl chlorideHCID 39218501HCID 39218501, compound

Product 1

HCID 57636438HCID 57636438, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
120 °C

Procedure

To 3-chlorobenzenesulfonyl chloride (43.4 mg, 0.205 mmol) in 1.0 mL pyridine was added 3-(2-chloro-phenyl)-1H-indazol-6-ylamine (50.0 mg, 0.205 mmol). The solution was heated to 120° C. and stirred for one hour, then cooled and concentrated under reduced pressure. The residue was chromatographed through silica gel (hexanes/EtOAc 0-30%) to give 51.0 mg of 3-Chloro-N-[3-(2-chloro-phenyl)-1H-indazol-6-yl]-benzenesulfonamide, MP=187-189° C., MS (M+H)=419.

Workup

  1. temperaturecooled
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was chromatographed through silica gel (hexanes/EtOAc 0-30%)

Sources & evidence

ORD record
ord-866bb8e69c2148f48823186cab310d25
Source dataset
uspto-grants-2009_04
Patent number
US07517901B2

Reaction notes

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