1-Acetylpiperidine-4-carbonyl chloride → 1-acetyl-N-[5-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]piperidine-4-carboxamide
Reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:11]3[N:12]=[C:13]([NH2:15])[N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=2)=[CH:2]1.[C:16]([N:19]1[CH2:24][CH2:23][CH:22]([C:25](Cl)=[O:26])[CH2:21][CH2:20]1)(=[O:18])[CH3:17]>>[C:16]([N:19]1[CH2:20][CH2:21][CH:22]([C:25]([NH:15][C:13]2[N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=[C:6]([C:3]4[CH:4]=[CH:5][O:1][CH:2]=4)[N:11]3[N:12]=2)=[O:26])[CH2:23][CH2:24]1)(=[O:18])[CH3:17]Participants
3
Procedure
The title compound was prepared following procedure and work up described for example 19, but starting from 5-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-amine ((A2), 50 mg; 0.25 mmol; 1.0 eq.) and 1-acetylpiperidine-4-carbonyl chloride (57 mg; 0.3 mmol; 1.2 eq.) as a white powder (41.3 mg, 46%). HPLC, Rt: 2.15 min. (purity 93.3%). LC/MS, M+(ESI): 354.4, M−(ESI): 352.4.
Sources & evidence
- ORD record
- ord-ea5adeb5962c4fdca0a695a42008b278
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08263595B2
Reaction notes
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