Sodium Iodide → HCID 178500458, compound

HRID 400115Notes

Reaction equation

HRID 400115 reaction equation
[CH3:1][O:2][C:3]([CH2:5][CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([N:13]2[CH2:17][CH2:16][N:15]([C:18]3[CH:19]=[N:20][C:21]4[CH2:27][CH2:26][NH:25][CH2:24][CH2:23][C:22]=4[N:28]=3)[C:14]2=[O:29])[CH2:9][CH2:8]1)=[O:4].[CH2:30](Cl)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C(N(C(C)C)C(C)C)C.[I-].[Na+]>C(#N)C>[CH3:1][O:2][C:3]([CH2:5][CH2:6][C@H:7]1[CH2:8][CH2:9][C@H:10]([N:13]2[CH2:17][CH2:16][N:15]([C:18]3[CH:19]=[N:20][C:21]4[CH2:27][CH2:26][N:25]([CH2:30][C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)[CH2:24][CH2:23][C:22]=4[N:28]=3)[C:14]2=[O:29])[CH2:11][CH2:12]1)=[O:4]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 7503Benzyl ChlorideHCID 81531DiisopropylethylamineHCID 178500459HCID 178500459, compound

Product 1

HCID 178500458HCID 178500458, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.5 g of 1-[trans-4-[2-(methoxycarbonyl)ethyl]cyclohexyl]-3-(6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepin-2-yl)imidazolidin-2-one, 480 mg of benzyl chloride, 520 mg of N-ethyldiisopropylamine and 100 mg of sodium iodide are heated under reflux in 20 ml of acetonitrile for 1 hour. The mixture is cooled, and the solid is filtered off with suction and purified by chromatography on an alumina column with methylene chloride/methanol (99:1).

Workup

  1. temperatureThe mixture is cooled
  2. filtrationthe solid is filtered off with suction
  3. custompurified by chromatography on an alumina column with methylene chloride/methanol (99:1)

Sources & evidence

ORD record
ord-3e25ec75d10b47b68b99185bce65a990
Source dataset
uspto-grants-1998_10
Patent number
US05827849

Reaction notes

Loading…