Propyl isocyanate → 4-(3-Pyridin-4-yl-[1,2,4]oxadiazol-5-yl)piperidine-1-carboxylic acid propylamide

HRID 221362Notes

Reaction equation

HRID 221362 reaction equation
[CH2:1]([N:4]=[C:5]=[O:6])[CH2:2][CH3:3].[NH:7]1[CH2:12][CH2:11][CH:10]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[N:14]=2)[CH2:9][CH2:8]1>C(Cl)Cl>[CH2:1]([NH:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[N:14]=2)[CH2:9][CH2:8]1)=[O:6])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 61033Propyl isocyanateHCID 27611434-(5-Piperidin-4-yl-1,2,4-oxadiazol-3-yl)pyridine

Product 1

HCID 114725204-(3-Pyridin-4-yl-[1,2,4]oxadiazol-5-yl)piperidine-1-carboxylic acid propylamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-Propylisocyanate (13 μl, 137 μmol) was added to a solution of 4-(5-piperidin-4-yl-[1,2,4]oxadiazol-3-yl)pyridine (Example 51, 15.8 mg, 691 mol) in CH2Cl2 (0.7 ml). After stirring 18 h at rt, the solvent was removed to afford the title compound: RT=2.72 min; m/z (ES+)=316.3 [M+H]+.

Workup

  1. customthe solvent was removed

Sources & evidence

ORD record
ord-920a4f51cb324934aa8113c6ef28fbb9
Source dataset
uspto-grants-2012_06
Patent number
US08207147B2

Reaction notes

Loading…