Triethylamine → HCID 49780329, compound

HRID 402300Notes

Reaction equation

HRID 402300 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH2:6]([N:14]1[C:22]2[C:17](=[CH:18][C:19]([C:23]3[CH:24]=[C:25]([CH3:29])[CH:26]=[CH:27][CH:28]=3)=[CH:20][CH:21]=2)[C:16]([CH2:30][NH2:31])=[CH:15]1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].C(N(CC)CC)C>C1COCC1>[CH2:6]([N:14]1[C:22]2[C:17](=[CH:18][C:19]([C:23]3[CH:24]=[C:25]([CH3:29])[CH:26]=[CH:27][CH:28]=3)=[CH:20][CH:21]=2)[C:16]([CH2:30][NH:31][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:15]1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 49783189HCID 49783189, compound

Product 1

HCID 49780329HCID 49780329, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methanesulfonyl chloride (33 μl, 0.434 mmol) was added to a solution of (1-octyl-5-m-tolyl-1H-indol-3-yl)methanamine (152 mg, 0.434 mmol) and triethylamine (91 μl, 0.651 mmol) in THF (4 mL) at 0° C. The reaction mixture was allowed to stir at room temp for 60 min, the precipitate formed was filtered off, the filtrate was concentrated, and the residue was subjected to column chromatography (silica gel, CH2Cl2) to give sulphonamide 22 in 61% yield.

Workup

  1. customthe precipitate formed
  2. filtrationwas filtered off
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1d18b53cc2944554bda42b3cb75d6846
Source dataset
uspto-grants-2014_06
Patent number
US08742100B2

Reaction notes

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