HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

3-Pyridinemethanol → 2-Amino-4-phenyl-6-(3-pyridinylmethoxy)-3,5-pyridinedicarbonitrile

HRID 2264521
Notes
Print preview

Reaction equation

HRID 2264521 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]([C:16]#[N:17])=[C:4](Cl)[N:3]=1.CC(C)([O-])C.[K+].[OH:25][CH2:26][C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1>C(O)(=O)C>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]([C:16]#[N:17])=[C:4]([O:25][CH2:26][C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)[N:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 75103-PyridinemethanolHCID 27867132-Amino-6-chloro-4-phenylpyridine-3,5-dicarbonitrileHCID 23665647Potassium tert-butoxide

Product 1

HCID 98585762-Amino-4-phenyl-6-(3-pyridinylmethoxy)-3,5-pyridinedicarbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidCatalyst

Conditions

Temperature
60 °C

Procedure

102 mg (0.4 mmol) of 2-amino-6-chloro-4-phenyl-3,5-pyridinedicarbonitrile [Quintela et al., Heterocycles 38, 1299-1305 (1994)] and 54 mg (0.48 mmol) of potassium tert-butoxide are dissolved together in 1.696 g (=1.5 ml, 15.55 mmol) of 3-hydroxymethylpyridine, and the mixture is stirred at 60° C. for about 16 h. The resulting suspension is acidified with two drops of glacial acetic acid. The product which crystallizes out is filtered off with suction, washed with water and dried under reduced pressure.

Workup

  1. customThe product which crystallizes out
  2. filtrationis filtered off with suction
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-705059d9258246a0b96d89126759683b
Source dataset
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07855219B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes