Cyclopropylamine → N-[7-chloro-5-(cyclopropylamino)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamide

HRID 2382892Notes

Reaction equation

HRID 2382892 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[N:10]=[C:6]2[CH:5]=[C:4]([Cl:20])[CH:3]=1.[CH:21]1([NH2:24])[CH2:23][CH2:22]1>>[Cl:20][C:4]1[CH:3]=[C:2]([NH:24][CH:21]2[CH2:23][CH2:22]2)[N:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[N:10]=[C:6]2[CH:5]=1

Participants

3

Reactant 2

HCID 69828CyclopropylamineHCID 25212768N-(5,7-dichloro[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide

Product 1

HCID 59437457N-[7-chloro-5-(cyclopropylamino)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamideYield 47.5%

Procedure

The title compound was prepared following procedure and work up described for example 118, but starting from N-(5,7-dichloro[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide ((B10), 100 mg; 0.32 mmol; 1.0 eq) and cyclopropylamine (113 μL; 1.62 mmol; 5.00 eq) to give the title compound as a white solid (50 mg, 43%). HPLC, Rt: 2.59 min. (purity 92.6%). LC/MS, M+(ESI): 328.8, M−(ESI): 326.9.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-9ce0a423221d4d47bee4e684d1d3fdb2
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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