Triethyl orthoacetate → HCID 21913740, compound

HRID 1007990Notes

Reaction equation

HRID 1007990 reaction equation
[CH3:1][C:2]1[C:3]([NH:17][CH2:18][CH2:19][O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:4]([NH2:16])[C:5]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:6][C:7]=1[CH3:8].[C:27](OCC)(OCC)(OCC)C.Cl.N1C=CC=CC=1>C1(C)C=CC=CC=1>[CH3:8][C:7]1[N:6]=[C:5]([O:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:4]2[N:16]=[CH:27][N:17]([CH2:18][CH2:19][O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:3]=2[C:2]=1[CH3:1]

Participants

5

Reactant 3

HCID 66221Triethyl orthoacetateHCID 10176127Pyridinium chlorideHCID 69182845HCID 69182845, compound

Product 1

HCID 21913740HCID 21913740, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5,6-Dimethyl-2-phenoxy-N4-(2-phenoxyethyl)pyridine-3,4-diamine (2.41 g), triethyl orthoacetate (1.60 ml), toluene (20 ml), and a catalytic amount of pyridine HCl were combined and heated to reflux for 2 hours. HPLC and MS analysis indicated that the reaction was complete. The reaction mixture was allowed to cool and the resulting solid was filtered and dried. NMR analysis of the dried solid indicated a pure product.

Workup

  1. temperatureheated
  2. temperatureto reflux for 2 hours
  3. temperatureto cool
  4. filtrationthe resulting solid was filtered
  5. customdried

Sources & evidence

ORD record
ord-493ea09fdc88407abedba5d00b442df7
Source dataset
uspto-grants-2004_09
Patent number
US06797718B2

Reaction notes

Loading…