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

2-(3-Methyl-2,2'-bipyridin-6-yl)isoindoline-1,3-dione → 3-Methyl-2,2'-bipyridin-6-amine

HRID 1505055
Notes
Print preview

Reaction equation

HRID 1505055 reaction equation
[CH3:1][C:2]1[C:3]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)=[N:4][C:5]([N:8]2C(=O)C3C(=CC=CC=3)C2=O)=[CH:6][CH:7]=1>C(O)C.C(N)CN>[CH3:1][C:2]1[C:3]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)=[N:4][C:5]([NH2:8])=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 583179152-(3-Methyl-2,2'-bipyridin-6-yl)isoindoline-1,3-dione

Product 1

HCID 583180113-Methyl-2,2'-bipyridin-6-amine

Reagents, catalysts & solvents 2

HCID 3301EthylenediamineCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2-(3-methyl-2,2′-bipyridin-6-yl)isoindoline-1,3-dione (129 mg, 0.41 mmol) in ethanol (2 ml) is added a couple of drops of ethylenediamine at room temperature. The solution is stirred at room temperature for 30 minutes. The solvents are removed by rotary evaporation and the crude product is purified by silica gel flash chromatography, eluted with 3% methanol in dichloromethane to afford 3-methyl-2,2′-bipyridin-6-amine as an off-white solid. LC-MS m/z: 186.1 (M+1).

Workup

  1. customThe solvents are removed by rotary evaporation
  2. customthe crude product is purified by silica gel flash chromatography
  3. washeluted with 3% methanol in dichloromethane

Sources & evidence

ORD record
ord-1ca986cc5714491da23f00cd84ad41b4
Source dataset
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09216964B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes