Triethyl orthoacetate → HCID 21913740, compound

HRID 1352531Notes

Reaction equation

HRID 1352531 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-3a259ac37ead4b2fbf0d9270ee2c3b1d
Source dataset
uspto-grants-2007_05
Patent number
US07220758B2

Reaction notes

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