Triethylamine → 1-(5-Nitropyridin-2-yl)azetidin-3-ol

HRID 2041941Notes

Reaction equation

HRID 2041941 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.Cl.[NH:12]1[CH2:15][CH:14]([OH:16])[CH2:13]1.C(N(CC)CC)C>>[OH:16][CH:14]1[CH2:15][N:12]([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)[CH2:13]1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 783082-Chloro-5-nitropyridineHCID 27592903-Hydroxyazetidine hydrochloride

Product 1

HCID 529372641-(5-Nitropyridin-2-yl)azetidin-3-olYield 95.7%

Procedure

The process is carried out according to the method described in step 5.1, using 7 g (42.83 mmol) of 2-chloro-5-nitropyridine and 5.75 g (51.4 mmol) of 3-azetidinol hydrochloride. In this case, 13 g (128.45 mmol) of triethylamine are also added. 8 g of the expected product are thus isolated.

Sources & evidence

ORD record
ord-31c743d9817342bfa5dc91032c6358f6
Source dataset
uspto-grants-2013_11
Patent number
US08586573B2

Reaction notes

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