Dimethylamine → HCID 20756758, compound

HRID 23420Notes

Reaction equation

HRID 23420 reaction equation
Cl.[NH:2]1[CH2:6][CH2:5][N:4]=[C:3]1[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([S:17](Cl)(=[O:19])=[O:18])=[CH:9]1.[CH3:21][NH:22][CH3:23]>C(=O)(O)[O-].[Na+]>[CH3:21][N:22]([CH3:23])[S:17]([C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]([CH2:7][C:3]2[NH:2][CH2:6][CH2:5][N:4]=2)[CH:9]=1)(=[O:19])=[O:18]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 225740191-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-1H-indole-3-sulfonyl chloride hydrochloride

Product 1

HCID 20756758HCID 20756758, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

1-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-1H-indole-3-sulfonyl chloride hydrochloride (0.297 g, 1 mmol) was dissolved in 1-methylpyrrlolidinone (14 mL) and stirred. Excess dimethylamine in 1-methylpyrrlolidinone was added to the stirring solution, after which the mixture was allowed to stand at room temperature for 15 minutes. Saturated aqueous sodium bicarbonate (30 mL) was then added, and the mixture was evaporated to dryness. The residue was purified by preparative HPLC to provide 1-(4,5-dihydro-1H-imidazol-2-ylmethyl)-1H-indole-3-sulfonic acid dimethylamide as a crystalline solid.

Workup

  1. customthe mixture was evaporated to dryness
  2. customThe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-a603da58f11145a79d3bb7eb22121c1c
Source dataset
uspto-grants-2005_02
Patent number
US06852726B2

Reaction notes

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