4-Chloropyridine → 3-(N-methyl-N-(4-pyridyl)amino)propanol

HRID 279581Notes

Reaction equation

HRID 279581 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[CH3:8][NH:9][CH2:10][CH2:11][CH2:12][OH:13]>>[CH3:8][N:9]([CH2:10][CH2:11][CH2:12][OH:13])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 122884-ChloropyridineHCID 101489863-(Methylamino)-1-propanol

Product 1

HCID 226250383-(N-methyl-N-(4-pyridyl)amino)propanolYield 2,560.8%

Procedure

Using a procedure analogous to that described for the starting material in Example 46, 4-chloropyridine (885 mg, 59 mmol) and 3-(methylamino)propanol (2.1 g, 0.23 mmol), (Tetrahedron Lett. 1994, 35, 1545-1548), were heated for 8 hours to give 3-(N-methyl-N-(4-pyridyl)amino)propanol (979 mg, 61%).

Workup

  1. temperaturewere heated for 8 hours

Sources & evidence

ORD record
ord-ad9e9ab02d9249ee8a8296d145b7db35
Source dataset
uspto-grants-2002_03
Patent number
US06362336B1

Reaction notes

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