Cyclopropylamine → N-Cyclopropyl-6-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}pyridazine-3-carboxamide
Reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:24]=[CH:23][CH:22]=[CH:21][C:4]=1[O:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[N:17]=[N:16][C:15]([C:18]([OH:20])=O)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1.[CH:27]1([NH2:30])[CH2:29][CH2:28]1>>[CH:27]1([NH:30][C:18]([C:15]2[N:16]=[N:17][C:12]([N:9]3[CH2:8][CH2:7][CH:6]([O:5][C:4]4[CH:21]=[CH:22][CH:23]=[CH:24][C:3]=4[C:2]([F:25])([F:1])[F:26])[CH2:11][CH2:10]3)=[CH:13][CH:14]=2)=[O:20])[CH2:29][CH2:28]1Participants
3
Procedure
The title compound was prepared in the same manner as described for Example 4, Step 3 from 6-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}pyridazine-3-carboxylic acid and cyclopropylamine. 1H NMR (400 MHz, acetone-d6): δ 0.71-0.82 (m, 4H), 1.91-1.99 (m, 2H), 2.13-2.19 (m, 2H), 2.96-3.02 (m, 1H), 3.91-4.07 (m, 4H), 5.04 (m, 1H), 7.13 (t, 1H), 7.37 (m, 2H), 7.62-7.68 (m, 2H), 7.91 (d, 1H), 8.09 (s, 1H). MS (+ESI) m/z 407 (MH+).
Sources & evidence
- ORD record
- ord-4aee8911106a4ea995e1c6f8beeff33c
- Source dataset
- uspto-grants-2010_09
- Patent number
- US07799787B2
Reaction notes
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