Pyrrolidine → 4-Methoxy-5-nitro-2-(pyrrolidin-1-yl)pyridine

HRID 506507Notes

Reaction equation

HRID 506507 reaction equation
Cl[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([N+:10]([O-:12])=[O:11])=[CH:4][N:3]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>>[CH3:9][O:8][C:6]1[C:5]([N+:10]([O-:12])=[O:11])=[CH:4][N:3]=[C:2]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[CH:7]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 441196732-Chloro-4-methoxy-5-nitropyridine

Product 1

HCID 574315184-Methoxy-5-nitro-2-(pyrrolidin-1-yl)pyridineYield 46.9%

Procedure

The process is carried out according to the method described in step 5.1, using 5.4 g (28.64 mmol) of 2-chloro-4-methoxy-5-nitropyridine (WO 03/080610) and 4.53 g (63 mmol) of pyrrolidine. The product obtained is, in this case, purified by silica column chromatography, elution being carried out with a mixture of heptane and ethyl acetate. 3 g of the expected product are thus isolated.

Workup

  1. customThe product obtained
  2. custompurified by silica column chromatography, elution
  3. additionbeing carried out with a mixture of heptane and ethyl acetate

Sources & evidence

ORD record
ord-e50bf796fb974d2ca0f8da39c46f9840
Source dataset
uspto-grants-2010_08
Patent number
US07786104B2

Reaction notes

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