2,5-Dichlorobenzenesulfonyl chloride → HCID 57732734, compound

HRID 1806479Notes

Reaction equation

HRID 1806479 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5](Cl)=[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].[Cl:43]C1C=CC(Cl)=CC=1S(Cl)(=O)=O>>[Cl:43][C:6]1[CH:7]=[CH:2][C:3]([S:9]([NH:12][CH2:13][C:14]2[CH:15]=[C:16]([C:20]3[CH:21]=[C:22]4[C:26](=[C:27]([C:29]([NH2:31])=[O:30])[CH:28]=3)[NH:25][CH:24]=[C:23]4[CH:32]3[CH2:37][CH2:36][N:35]([S:38]([CH2:41][CH3:42])(=[O:39])=[O:40])[CH2:34][CH2:33]3)[CH:17]=[CH:18][CH:19]=2)(=[O:11])=[O:10])=[CH:4][CH:5]=1

Participants

3

Reactant 2

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

Product 1

HCID 57732734HCID 57732734, compoundYield 13%

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 (2E,4E)-5-chloro-2,4,6-heptatriene-2-sulfonyl chloride (80 mg, 0.352 mmol) for 2,5-dichlorobenzenesulfonyl chloride. Reaction mixture was then concentrated and purified by Gilson Preparatory HPLC to give 7.5 mg the title compound (13%).

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-f3cc62471b4e4b43addcad3a4c0ba9bb
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

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