Triethylamine → N-(1-(2-fluorobenzyl)-5-methylpiperidin-3-yl)-3-(pyridin-4-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide
Reaction equation
[F:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][N:5]1[CH2:10][CH:9](C)[CH2:8][CH:7]([C:12](O)=O)[CH2:6]1.C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:26])=CC=1.CC[N:38]([CH2:41]C)CC.Cl.[N:44]1[CH:49]=[CH:48][C:47]([C:50]2[C:54]3[CH2:55][NH:56][CH2:57][CH2:58][C:53]=3[NH:52][N:51]=2)=[CH:46][CH:45]=1>C(#N)C>[F:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][N:5]1[CH2:6][CH:7]([CH3:12])[CH2:8][CH:9]([NH:38][C:41]([N:56]2[CH2:57][CH2:58][C:53]3[NH:52][N:51]=[C:50]([C:47]4[CH:46]=[CH:45][N:44]=[CH:49][CH:48]=4)[C:54]=3[CH2:55]2)=[O:26])[CH2:10]1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
To 1-(2-fluorobenzyl)-5-methylpiperidine-3-carboxylic acid (1.6 mmol) in 5 ml ACN, DPPA (2.4 mmol) and Et3N (4.8 mmol) were added. The reaction was stirred at 80° C. for 2 h, then 3-(pyridin-4-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine HCl salt (1.6 mmol) was added. The reaction was stirred at 80° C. for another 2 h. The reaction mixture was filtered through celite and concentrated under vacuo. The crude product was purified using prep LC/MS.
Workup
- stirringThe reaction was stirred at 80° C. for another 2 h
- filtrationThe reaction mixture was filtered through celite
- concentrationconcentrated under vacuo
- customThe crude product was purified
Sources & evidence
- ORD record
- ord-8a4938f3d4f54311b45d34974af231d7
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09242981B2
Reaction notes
Loading…