Dichloromethane → 2-(Pyrrolidin-1-yl)pyridin-4-amine

HRID 602385

Reaction equation

HRID 602385 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:5]=1)([O-])=O.C(Cl)Cl>CO.[C].[Pd]>[N:10]1([C:6]2[CH:5]=[C:4]([NH2:1])[CH:9]=[CH:8][N:7]=2)[CH2:11][CH2:12][CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 534859644-Nitro-2-(pyrrolidin-1-yl)pyridine

Product 1

HCID 452591302-(Pyrrolidin-1-yl)pyridin-4-amineYield 100.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

4-Nitro-2-(pyrrolidin-1-yl)pyridine (560 mg, 2.90 mmol) was dissolved in methanol (21 mL) and methylene chloride (8.3 mL) and the solution was added with palladium carbon (50% aqueous, 560 mg), followed by stirring at room temperature for 1 hour under hydrogen atmosphere. After filtering off the insoluble matter of the reaction mixture, the solvent was evaporated under reduced pressure to obtain 2-(pyrrolidin-1-yl)pyridin-4-ylamine (474 mg, 91%).

Workup

  1. filtrationAfter filtering off the insoluble matter of the reaction mixture
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-10882eee6a864c68b33dae3554d254a7
Source dataset
uspto-grants-2011_03
Patent number
US07906522B2

Linked notes

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