Ethanolamine → HCID 10273208, compound

HRID 2264519Notes

Reaction equation

HRID 2264519 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:18]=[CH:17][C:13]3[O:14][CH2:15][O:16][C:12]=3[CH:11]=2)[C:5]([C:19]#[N:20])=[C:4]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:3]=1.[OH:29][CH2:30][CH2:31][NH2:32].O>C1COCC1>[OH:29][CH2:30][CH2:31][NH:32][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:18]=[CH:17][C:13]3[O:14][CH2:15][O:16][C:12]=3[CH:11]=2)[C:5]([C:19]#[N:20])=[C:4]([O:21][CH2:22][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:3]=1

Participants

5

Reactant 3

HCID 700EthanolamineHCID 962WaterHCID 17976006HCID 17976006, compound

Product 1

HCID 10273208HCID 10273208, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

30 mg (0.08 mmol) of 2-chloro-4-(1,3-benzodioxol-5-yl)-6-benzyloxy-3,5-pyridinedicarbonitrile (example 4, step 1) and 14.1 mg (0.23 mmol) of 2-hydroxyethylamine are shaken together in 0.5 ml of THF for about 16 h. Water is added to the reaction solution and the product that crystallizes out is filtered off with suction and dried under reduced pressure. The crude product is purified by silica gel chromatography using the mobile phases dichloromethane and dichloromethane/methanol 50:1.

Workup

  1. customthe product that crystallizes out
  2. filtrationis filtered off with suction
  3. customdried under reduced pressure
  4. customThe crude product is purified by silica gel chromatography

Sources & evidence

ORD record
ord-9fc9f445ad414b4d83b4713a43bd5124
Source dataset
uspto-grants-2010_12
Patent number
US07855219B2

Reaction notes

Loading…