(S)-1,2-Dimethylpiperazine → HCID 178422215, compound

HRID 579103Notes

Reaction equation

HRID 579103 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])[C:4]=1[F:25])#[N:2].[CH3:26][N:27]1[CH2:32][CH2:31][NH:30][CH2:29][C@@H:28]1[CH3:33]>>[CH3:33][C@@H:28]1[N:27]([CH3:26])[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])=[C:4]([F:25])[C:5]=4[CH3:24])[CH:10]=[N:11]3)=[N:16][CH:17]=2)=[O:20])[CH2:29]1

Participants

3

Reactant 2

HCID 28305740(S)-1,2-DimethylpiperazineHCID 178422218HCID 178422218, compound

Product 1

HCID 178422215HCID 178422215, compound

Procedure

The title compound was prepared in a manner similar to Example 303 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and (S)-1,2-dimethylpiperazine. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.28 (br. s., 3 H) 2.33 (d, J=2.27 Hz, 3 H) 2.84 (s, 3 H) 3.13-3.74 (m, 7 H) 7.63 (d, J=6.82 Hz, 1 H) 7.71-7.78 (m, 1 H) 7.90-8.67 (m, 4 H). ESI-MS m/z [M+H]+ 435.3.

Sources & evidence

ORD record
ord-0b791c27127a4972b250fbe49741b16a
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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