(R)-1-Ethyl-2-methyl-piperazine → HCID 178462758, compound

HRID 579140Notes

Reaction equation

HRID 579140 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](O)=[O:20])=[CH:17][N:16]=3)[C:13]=2[OH:14])=[C:5]([CH3:24])[CH:4]=1)#[N:2].[CH2:25]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][C@H:28]1[CH3:33])[CH3:26]>>[CH2:25]([N:27]1[CH2:32][CH2:31][N:30]([C:19]([C:18]2[CH:22]=[CH:23][C:15]([N:12]3[C:13]([OH:14])=[C:9]([C:6]4[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][C:5]=4[CH3:24])[CH:10]=[N:11]3)=[N:16][CH:17]=2)=[O:20])[CH2:29][C@H:28]1[CH3:33])[CH3:26]

Participants

3

Reactant 2

HCID 30634317(R)-1-Ethyl-2-methyl-piperazineHCID 178426451HCID 178426451, compound

Product 1

HCID 178462758HCID 178462758, compound

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 (R)-1-ethyl-2-methylpiperazine. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.96 (m, J=7.20, 7.20 Hz, 6 H) 2.36 (s, 3 H) 2.39 (br. s., 1 H) 2.45-2.52 (m, 1 H) 2.53-2.68 (m, 1 H) 2.71-2.90 (m, 2 H) 2.99 (br. s., 1 H) 3.41-3.66 (m, 1 H) 3.97 (br. s., 1 H) 7.53 (d, J=7.83 Hz, 1 H) 7.60 (s, 1 H) 7.84 (d, J=8.08 Hz, 1 H) 7.94 (d, J=7.79 Hz, 1 H) 7.99 (s, 1 H) 8.36 (d, J=8.59 Hz, 1 H) 8.44 (d, J=1.77 Hz, 1 H); ESI-MS m/z [M+H]+ 431.3.

Sources & evidence

ORD record
ord-e0df0ee18e8e4712a61e4665ea700ec4
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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