2,5-Dichlorobenzenesulfonyl chloride → HCID 57732651, compound

HRID 1806481Notes

Reaction equation

HRID 1806481 reaction equation
[Cl:1][C:2]1C=C[C:5]([Cl:8])=[CH:4][C:3]=1[S:9]([NH:12][CH2:13][C:14]1[CH:15]=[C:16]([C:20]2[CH:21]=[C:22]3[C:26](=[C:27]([C:29]([NH2:31])=[O:30])[CH:28]=2)[NH:25][CH:24]=[C:23]3[CH:32]2[CH2:37][CH2:36][N:35]([S:38]([CH2:41][CH3:42])(=[O:40])=[O:39])[CH2:34][CH2:33]2)[CH:17]=[CH:18][CH:19]=1)(=[O:11])=[O:10].ClC1C=CC(Cl)=CC=1[S:51](Cl)(=O)=O>>[Cl:1][C:2]1[S:51][C:5]([Cl:8])=[CH:4][C:3]=1[S:9]([NH:12][CH2:13][C:14]1[CH:15]=[C:16]([C:20]2[CH:21]=[C:22]3[C:26](=[C:27]([C:29]([NH2:31])=[O:30])[CH:28]=2)[NH:25][CH:24]=[C:23]3[CH:32]2[CH2:33][CH2:34][N:35]([S:38]([CH2:41][CH3:42])(=[O:40])=[O:39])[CH2:36][CH2:37]2)[CH:17]=[CH:18][CH:19]=1)(=[O:11])=[O:10]

Participants

3

Reactant 2

HCID 794012,5-Dichlorobenzenesulfonyl chlorideHCID 57732809HCID 57732809, compound

Product 1

HCID 57732651HCID 57732651, compoundYield 27%

Procedure

The title compound was prepared according to the general procedure of 5-[3-({[(2,5-dichlorophenyl)sulfonyl]amino}methyl)phenyl]-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide substituting 2,5-dichloro-3-thiophenesulfonyl chloride (86 mg, 0.352 mmol) for 2,5-dichlorobenzenesulfonyl chloride. Reaction mixture was then concentrated and purified by Gilson Preparatory HPLC to give 16.7 mg the title compound (27%).

Workup

  1. customThe title compound was prepared
  2. customReaction mixture
  3. concentrationwas then concentrated
  4. custompurified by Gilson Preparatory HPLC

Sources & evidence

ORD record
ord-c71831ae789b41958f66f394ac9acc85
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

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