Cysteamine → HCID 21733325, compound

HRID 1609093Notes

Reaction equation

HRID 1609093 reaction equation
F[C:2]1[C:11]([F:12])=[CH:10][C:9]2[C:13](=[O:19])[C:14]([C:16]([OH:18])=[O:17])=[CH:15][N:7]3[C:8]=2[C:3]=1[CH2:4][CH2:5][N:6]3[CH3:20].[NH2:21][CH2:22][CH2:23][SH:24].C(N(CC)CC)C>C(#N)C>[NH2:21][CH2:22][CH2:23][S:24][C:2]1[C:11]([F:12])=[CH:10][C:9]2[C:13](=[O:19])[C:14]([C:16]([OH:18])=[O:17])=[CH:15][N:7]3[C:8]=2[C:3]=1[CH2:4][CH2:5][N:6]3[CH3:20]

Participants

5

Reactant 3

HCID 6058CysteamineHCID 8471TriethylamineHCID 10356293HCID 10356293, compound

Product 1

HCID 21733325HCID 21733325, compoundYield 49.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

100 mg of compound (8) obtained in Example 3 (1), 56 mg of 2-amino-ethanethiol and 109 mg of triethylamine were added to 2 ml of acetonitrile, and the solution was heated at reflux for 2 hours. After air-cooling, the solvent was removed by distillation. To the residue, ethanol was added, and the deposited solids were filtered off and washed with ether to obtain 60 mg of the subject compound (184).

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for 2 hours
  3. temperatureAfter air-cooling
  4. customthe solvent was removed by distillation
  5. additionTo the residue, ethanol was added
  6. filtrationthe deposited solids were filtered off
  7. washwashed with ether

Sources & evidence

ORD record
ord-1335c280c0f643d6aafc65ef38d1c379
Source dataset
uspto-grants-1995_03
Patent number
US05399553

Reaction notes

Loading…