Toluene → Pyridine, 4-(4-methyl-1-piperidinyl)-

HRID 622823Notes

Reaction equation

HRID 622823 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:12][C:13]1C=CN=CC=1.N1CCCC1.C1(C)C=CC=CC=1>O>[CH3:2][CH:3]1[CH2:13][CH2:12][N:1]([C:6]2[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=2)[CH2:5][CH2:4]1

Participants

6

Reactant 4

HCID 1140TolueneHCID 79634-MethylpyridineHCID 31268PyrrolidineHCID 755674-Pyrrolidinopyridine

Product 1

HCID 157352Pyridine, 4-(4-methyl-1-piperidinyl)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The exact procedure of Example 5 for the preparation of 4-pyrrolidinopyridine was followed substituting 12.4 g (0.125 mole) of 4-methylpyridine in 18.6 ml of water for the aqueous pyrrolidine solution. After concentration of the toluene extracts, a quantitative yield of the title compound product was obtained as a reasonably pure oil.

Sources & evidence

ORD record
ord-4d89b39baac641229be0725373966bcd
Source dataset
uspto-grants-1988_09
Patent number
US04772713

Reaction notes

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