2,5-Dimethoxytetrahydrofuran → 6-Methoxy-3-nitro-2-(1H-pyrrol-1-yl)pyridine

HRID 1449487Notes

Reaction equation

HRID 1449487 reaction equation
CO[CH:3]1[CH2:7][CH2:6][CH:5](OC)O1.Cl.ClC1C=CN=CC=1.[NH2:18][C:19]1[C:24]([N+:25]([O-:27])=[O:26])=[CH:23][CH:22]=[C:21]([O:28][CH3:29])[N:20]=1>O1CCOCC1>[CH3:29][O:28][C:21]1[N:20]=[C:19]([N:18]2[CH:3]=[CH:7][CH:6]=[CH:5]2)[C:24]([N+:25]([O-:27])=[O:26])=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 790982,5-DimethoxytetrahydrofuranHCID 818524-Chloropyridine hydrochlorideHCID 38524282-Amino-6-methoxy-3-nitropyridine

Product 1

HCID 105608136-Methoxy-3-nitro-2-(1H-pyrrol-1-yl)pyridine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

10.45 g (0.0791 mol; 1.2 eq) of 2,5-dimethoxy-tetrahydrofuran and 12.00 g (0.0791 mol; 1.2 eq) of 4chloropyridine hydrochloride are stirred for 10 minutes in 300 cm3 of dioxane. 11.15 g (0.0659 mol) of 2-amino-6methoxy-3-nitropyridine are added and the solution is brought to reflux for 4 h. The dioxane is evaporated under reduced pressure.

Workup

  1. temperatureto reflux for 4 h
  2. customThe dioxane is evaporated under reduced pressure

Sources & evidence

ORD record
ord-d6f43a1b74dc4f1886dc44c48126c3e1
Source dataset
uspto-grants-1997_02
Patent number
US05599812

Reaction notes

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