2,5-Dichlorobenzenesulfonyl chloride → HCID 57732832, compound

HRID 1806483Notes

Reaction equation

HRID 1806483 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].ClC1C=CC(Cl)=CC=1S(Cl)(=O)=O>>[CH2:41]([S:38]([N:35]1[CH2:34][CH2:33][CH:32]([C:23]2[C:22]3[C:26](=[C:27]([C:29]([NH2:31])=[O:30])[CH:28]=[C:20]([C:16]4[CH:17]=[CH:18][CH:19]=[C:14]([CH2:13][NH:12][S:9]([C:3]5[CH:2]=[CH:7][CH:6]=[CH:5][CH:4]=5)(=[O:11])=[O:10])[CH:15]=4)[CH:21]=3)[NH:25][CH:24]=2)[CH2:37][CH2:36]1)(=[O:39])=[O:40])[CH3:42]

Participants

3

Reactant 2

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

Product 1

HCID 57732832HCID 57732832, compoundYield 24%

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 benzenesulfonyl chloride (62 mg, 0.352 mmol) for 2,5-dichlorobenzenesulfonyl chloride. Reaction mixture was then concentrated and purified by Gilson Preparatory HPLC to give 13.4 mg the title compound (24%).

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-007a32df0b154446b3291d9c81b8a138
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

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