N-((quinuclidin-4-yl)methyl)-1H-indole-3-carboxamide → 5-Fluoro-N-((quinuclidin-4-yl)methyl)-1H-indazole-3-carboxamide
Reaction equation
[N:1]12[CH2:8][CH2:7][C:4]([CH2:9][NH:10]C(C3C4C(=CC=CC=4)NC=3)=O)([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[F:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][N:27]=[C:26]2[C:32](Cl)=[O:33]>>[F:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][N:27]=[C:26]2[C:32]([NH:10][CH2:9][C:4]12[CH2:7][CH2:8][N:1]([CH2:6][CH2:5]1)[CH2:2][CH2:3]2)=[O:33]Participants
3
Procedure
5-Fluoro-N-((quinuclidin-4-yl)methyl)-1H-indazole-3-carboxamide was prepared in a similar manner to N-((quinuclidin-4-yl)methyl)-1H-indole-3-carboxamide, substituting 5-fluoro-1H-indazole-3-carbonyl chloride as the electrophile. 1HNMR: 10.6 (bs, 1H); 8.89 (t, 1H); 8.16 (dd, 1H); 7.9 (dd, 1H); 7.62 (m, 1H); 3.28 (m, 2H); 3.21 (m, 6H); 1.70 (m, 6H).
Sources & evidence
- ORD record
- ord-1902b6cdd3b34e898e2c421f5defa513
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08114891B2
Reaction notes
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