Methylhydrazine → 3'-Fluoro-6'-methyl-2,2'-bipyridin-4-amine

HRID 1522550Notes

Reaction equation

HRID 1522550 reaction equation
[F:1][C:2]1[C:3]([C:9]2[CH:14]=[C:13]([N:15]3C(=O)C4C(=CC=CC=4)C3=O)[CH:12]=[CH:11][N:10]=2)=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1.CNN>ClCCl>[F:1][C:2]1[C:3]([C:9]2[CH:14]=[C:13]([NH2:15])[CH:12]=[CH:11][N:10]=2)=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 674705142-(3'-Fluoro-6'-methyl-2,2'-bipyridin-4-yl)isoindoline-1,3-dione

Product 1

HCID 674696053'-Fluoro-6'-methyl-2,2'-bipyridin-4-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(3′-fluoro-6′-methyl-2,2′-bipyridin-4-yl)isoindoline-1,3-dione (65 mg, 0.195 mmol) was suspended in dichloromethane (3 mL); methylhydrazine (0.205 mL, 3.90 mmol) was added and the mixture was stirred at room temperature over night. The reaction was filtered thru Celite® and the filtrate was concentrated to give the title compound as a clear yellow film which was used without further purification. ESI-MS: m/z 204.1 (M+H).

Workup

  1. filtrationThe reaction was filtered thru Celite®
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-7b73937650114c658fd548abc5249772
Source dataset
uspto-grants-2015_07
Patent number
US09073918B2

Reaction notes

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