4-Methyl-4,7-diazaspiro[2.5]octane dihydrochloride → HCID 178426409, compound
Reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[N:11][N:12]([C:15]3[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][N:16]=3)[C:13]=2[OH:14])=[C:5]([CH3:24])[CH:4]=1)#[N:2].Cl.Cl.[CH3:27][N:28]1[CH2:35][CH2:34][NH:33][CH2:32][C:29]21[CH2:31][CH2:30]2>>[OH:14][C:13]1[N:12]([C:15]2[CH:23]=[CH:22][C:18]([C:19]([N:33]3[CH2:32][C:29]4([CH2:31][CH2:30]4)[N:28]([CH3:27])[CH2:35][CH2:34]3)=[O:21])=[CH:17][N:16]=2)[N:11]=[CH:10][C:9]=1[C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][C:5]=1[CH3:24]Participants
3
Procedure
The title compound was prepared in a manner similar to Example 112 using 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and 4-methyl-4,7-diazaspiro[2.5]octane dihydrochloride. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.32 (br. s., 1 H) 0.50-0.78 (m, 3 H) 2.39 (s, 3 H) 2.42 (s, 3 H) 2.86 (br. s., 2 H) 3.31 (br. s., 1 H) 3.41-3.62 (m, 2 H) 3.73 (br. s., 1 H) 7.63-7.68 (m, 1 H) 7.72 (s, 1 H) 7.77 (d, J=7.83 Hz, 1 H) 8.04 (br. s., 1 H) 8.14 (s, 1 H) 8.38 (d, J=8.08 Hz, 1 H) 8.50 (br. s., 1 H) 12.85 (br. s., 1 H); ESI-MS m/z [M+H]+ 429.3.
Sources & evidence
- ORD record
- ord-a75b07fda4344b2fb6d4288fe1ee990f
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09040522B2
Reaction notes
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