6-(Piperidin-1-yl)pyridine-3-carbaldehyde → HCID 178516041, compound
Reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:16]=[C:15]3[C:11]([C:12]([C:17]4[NH:18][C:19]5[CH2:24][CH2:23][NH:22][CH2:21][C:20]=5[N:25]=4)=[N:13][NH:14]3)=[CH:10][CH:9]=2)[C:5]([CH2:26][C:27]([F:30])([F:29])[F:28])=[CH:4][C:3]=1[OH:31].[N:32]1([C:38]2[CH:43]=[CH:42][C:41]([CH:44]=O)=[CH:40][N:39]=2)[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1>>[F:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:16]=[C:15]3[C:11]([C:12]([C:17]4[NH:18][C:19]5[CH2:24][CH2:23][N:22]([CH2:44][C:41]6[CH:42]=[CH:43][C:38]([N:32]7[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]7)=[N:39][CH:40]=6)[CH2:21][C:20]=5[N:25]=4)=[N:13][NH:14]3)=[CH:10][CH:9]=2)[C:5]([CH2:26][C:27]([F:28])([F:29])[F:30])=[CH:4][C:3]=1[OH:31]Participants
3
Procedure
The title compound was prepared from 2-fluoro-4-[3-(4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-6-yl]-5-(2,2,2-trifluoro-ethyl)-phenol (100 mg, 0.21 mmol) and 3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-carbaldehyde (88.2 mg, 0.46 mmol) using the method of Example 51. The crude material was purified initially over silica and finally by Prep TLC (Mobile Phase: 10% MeOH-DCM) to afford the title compound as an off white solid in 16.99% yield, 22 mg.
Workup
- customThe crude material was purified initially over silica and finally by Prep TLC (Mobile Phase: 10% MeOH-DCM)
Sources & evidence
- ORD record
- ord-8827b689da6e45069d10b25775e946aa
- Source dataset
- uspto-grants-2014_11
- Patent number
- US08895544B2
Reaction notes
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