Triethylamine → (R)-1-(3-nitropyridin-4-yl)piperidin-3-ol

HRID 69914Notes

Reaction equation

HRID 69914 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[OH:11][C@@H:12]1[CH2:17][CH2:16][CH2:15][NH:14][CH2:13]1.C(N(CC)CC)C>CN(C=O)C>[N+:8]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:2]=1[N:14]1[CH2:15][CH2:16][CH2:17][C@@H:12]([OH:11])[CH2:13]1)([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27357814-Chloro-3-nitropyridineHCID 27593343-Hydroxypiperidine, (R)-

Product 1

HCID 69043765(R)-1-(3-nitropyridin-4-yl)piperidin-3-ol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Method 1 of Example 1 was followed using 1 equivalent each of 4-chloro-3-nitropyridine, (R)-3-hydroxypiperidine and triethylamine in DMF yielding (R)-1-(3-nitropyridin-4-yl)piperidin-3-ol, LCMS (m/z): 224.1 (MH+); LC Rt=1.06 min.

Sources & evidence

ORD record
ord-7fc92580cd7c43819eefdf4cfc5296c6
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Reaction notes

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