(R)-1-Ethyl-2-methyl-piperazine → HCID 178462766, compound

HRID 526642Notes

Reaction equation

HRID 526642 reaction equation
[C:1]([C:3]1[C:8]([F:9])=[CH:7][C:6]([C:10]2[CH:11]=[N:12][N:13]([C:16]3[CH:24]=[CH:23][C:19]([C:20]([OH:22])=O)=[CH:18][N:17]=3)[C:14]=2[OH:15])=[C:5]([CH3:25])[CH:4]=1)#[N:2].[CH2:26]([N:28]1[CH2:33][CH2:32][NH:31][CH2:30][C@H:29]1[CH3:34])[CH3:27]>>[CH2:26]([N:28]1[CH2:33][CH2:32][N:31]([C:20]([C:19]2[CH:23]=[CH:24][C:16]([N:13]3[C:14]([OH:15])=[C:10]([C:6]4[C:5]([CH3:25])=[CH:4][C:3]([C:1]#[N:2])=[C:8]([F:9])[CH:7]=4)[CH:11]=[N:12]3)=[N:17][CH:18]=2)=[O:22])[CH2:30][C@H:29]1[CH3:34])[CH3:27]

Participants

3

Reactant 2

HCID 30634317(R)-1-Ethyl-2-methyl-piperazineHCID 178426484HCID 178426484, compound

Product 1

HCID 178462766HCID 178462766, compound

Procedure

The title compound was prepared in a manner similar to Example 112 using 6-(4-(4-cyano-5-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and (R)-1-ethyl-2-methylpiperazine. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.03 (t, J=7.20 Hz, 6H) 2.33 (s, 3H) 2.65-2.79 (m, 2H) 2.88-3.02 (m, 2H) 3.06 (d, J=10.86 Hz, 1H) 3.10-3.21 (m, 1H) 3.39 (br. s., 1H) 3.57-4.21 (m, 2H) 7.52 (d, J=7.07 Hz, 1H) 7.84-7.92 (m, 1H) 7.95 (s, 1H) 8.23 (d, J=13.14 Hz, 1H) 8.37-8.50 (m, 2H); ESI-MS m/z [M+H]+ 449.3.

Sources & evidence

ORD record
ord-29f349be2d8c420397131be2e9790bcf
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

Loading…