Pyridine → HCID 131726210, compound

HRID 730188Notes

Reaction equation

HRID 730188 reaction equation
[N:1]1C=CC=CC=1.[CH3:7][O:8][C:9]1[CH:10]=[C:11]([S:15](Cl)(=[O:17])=[O:16])[CH:12]=[CH:13][CH:14]=1.N[C:20]1[C:28]2[C:23](=[CH:24][C:25]([Cl:35])=[C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:27]=2)[N:22]([CH2:36][O:37][CH2:38][CH2:39][Si:40]([CH3:43])([CH3:42])[CH3:41])[N:21]=1>C(Cl)Cl>[Cl:35][C:25]1[CH:24]=[C:23]2[C:28]([C:20]([C:10]3[C:9]([O:8][CH3:7])=[CH:14][CH:13]=[CH:12][C:11]=3[S:15]([NH2:1])(=[O:17])=[O:16])=[N:21][N:22]2[CH2:36][O:37][CH2:38][CH2:39][Si:40]([CH3:43])([CH3:41])[CH3:42])=[CH:27][C:26]=1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 27375043-Methoxybenzenesulfonyl chlorideHCID 21079252HCID 21079252, compound

Product 1

HCID 131726210HCID 131726210, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.236 cm3 of pyridine and 26.5 mg of 3-methoxyphenylsulfonyl chloride are added to a solution of 54.1 mg of 3-amino-5-phenyl-6-chloro-1-[(2-trimethylsilylethoxy)methyl]indazole in 2 ml of methylene chloride. The reaction medium is stirred at ambient temperature for 24 hours and then evaporated. The purification of the crude product by chromatography on silica (eluent: methylenechloride/acetone (98/2, v/v)) makes it possible to obtain 70 mg of 1N-[6-chloro-5-phenyl-1-(2-(trimethylsilanyl)ethoxymethyl)-1H-indazol-3-yl]-3-methoxybenzenesulfonamide (colorless foam).

Workup

  1. customevaporated
  2. customThe purification of the crude product by chromatography on silica (eluent

Sources & evidence

ORD record
ord-0423c0774c624952b2db1f9e99fc28d4
Source dataset
uspto-grants-2009_09
Patent number
US07582669B2

Reaction notes

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