Pyridine → HCID 178427272, compound

HRID 1582226Notes

Reaction equation

HRID 1582226 reaction equation
C[S:2]([OH:5])(=[O:4])=[O:3].N[N:7]=[CH:8][NH:9][C:10]([C:12]1[N:13]([CH3:23])[C:14]2[C:19]([CH:20]=1)=[C:18]([CH3:21])[CH:17]=[CH:16][C:15]=2[OH:22])=[O:11].[N:24]1C=CC=CC=1>>[S:2]([OH:5])([O:22][C:15]1[CH:16]=[CH:17][C:18]([CH3:21])=[C:19]2[C:14]=1[N:13]([CH3:23])[C:12]([C:10]([NH:9][C:8]([NH2:24])=[NH:7])=[O:11])=[CH:20]2)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 1049PyridineHCID 136360265HCID 136360265, compound

Product 1

HCID 178427272HCID 178427272, compound

Procedure

A sulfur trioxide-pyridine complex (2.51 g, 15.8 mmol) was added to a solution of N-(aminoiminomethyl)-1,4-dimethyl-7-hydroxy-1H-indole-2-carboxamide methanesulfonate (1.80 g, 5.26 mmol) in pyridine (20 ml), and the resulting mixture was stirred at room temperature for 16.5 hours. The solvent was distilled off under reduced pressure and water was added to the residue. Subsequently, diethyl ether was added thereto, and the solid precipitated was collected by filtration and washed with methanol to obtain 1.43 g of 2-[[[amino(imino)methyl]amino]carbonyl]-1,4-dimethyl-1H-indol-7-yl hydrogen sulfate.

Workup

  1. distillationThe solvent was distilled off under reduced pressure and water
  2. additionwas added to the residue
  3. additionSubsequently, diethyl ether was added
  4. customthe solid precipitated
  5. filtrationwas collected by filtration
  6. washwashed with methanol

Sources & evidence

ORD record
ord-8463968602ab4c0aa0430c2cd1826371
Source dataset
uspto-grants-2004_05
Patent number
US06734205B2

Reaction notes

Loading…