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2,5-Dichlorobenzenesulfonyl chloride → HCID 57732715, compound

HRID 1806480
Notes
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Reaction equation

HRID 1806480 reaction equation
[Cl:1][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].ClC1C=CC(Cl)=CC=1S(Cl)(=O)=O>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[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:39])=[O:40])[CH2:36][CH2:37]2)[CH:17]=[CH:18][CH:19]=1)(=[O:11])=[O:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

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

Product 1

HCID 57732715HCID 57732715, compoundYield 29%

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-chlorobenzenesulfonyl chloride (74 mg, 0.352 mmol) for 2,5-dichlorobenzenesulfonyl chloride. Reaction mixture was then concentrated and purified by Gilson Preparatory HPLC to give 17.3 mg the title compound (29%).

Workup

  1. customThe title compound was prepared
  2. customReaction mixture
  3. concentration
was then concentrated
  • custompurified by Gilson Preparatory HPLC
  • Sources & evidence

    ORD record
    ord-c8a74bc0be674d7ba28df0f38d6563b5
    Source dataset
    uspto-grants-2013_01
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08354406B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes