Hydrogen chloride-ethyl acetate → 1-Methyl-1H-indole-2-sulfonic acid (2-methanesulfonyl-4-piperidin-4-yl-phenyl)-amide hydrochloride

HRID 1693125Notes

Reaction equation

HRID 1693125 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][S:21]([C:24]3[N:25]([CH3:33])[C:26]4[C:31]([CH:32]=3)=[CH:30][CH:29]=[CH:28][CH:27]=4)(=[O:23])=[O:22])=[C:16]([S:34]([CH3:37])(=[O:36])=[O:35])[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:38].C(OCC)(=O)C>CCOCC>[ClH:38].[CH3:37][S:34]([C:16]1[CH:15]=[C:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH:19]=[CH:18][C:17]=1[NH:20][S:21]([C:24]1[N:25]([CH3:33])[C:26]2[C:31]([CH:32]=1)=[CH:30][CH:29]=[CH:28][CH:27]=2)(=[O:22])=[O:23])(=[O:36])=[O:35]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 249670444-[3-Methanesulfonyl-4-(1-methyl-1H-indole-2-sulfonylamino)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 249666771-Methyl-1H-indole-2-sulfonic acid (2-methanesulfonyl-4-piperidin-4-yl-phenyl)-amide hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 4-[3-methanesulfonyl-4-(1-methyl-1H-indole-2-sulfonylamino)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester (0.038 g) was treated with 2.5 N HCl/ethyl acetate (2.5 ml). The reaction mixture was stirred at rt for 2 h, then ether (20 ml) was added. The precipitate was collected, washed with ether and dried under high vacuum over P2O5 to produce the title compound (0.032 g) as an off-white powder. MS (ISN): 446.4 (M−H)−

Workup

  1. customThe precipitate was collected
  2. washwashed with ether
  3. dry with materialdried under high vacuum over P2O5

Sources & evidence

ORD record
ord-0e9526c3b79d444f972712faa96275d0
Source dataset
uspto-grants-2012_04
Patent number
US08158655B2

Reaction notes

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