(2S)-1,2-Dimethylpiperazine--hydrogen chloride (1/2) → HCID 178426415, compound

HRID 526625Notes

Reaction equation

HRID 526625 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].Cl.Cl.[CH3:27][N:28]1[CH2:33][CH2:32][NH:31][CH2:30][C@@H:29]1[CH3:34]>>[CH3:34][C@@H:29]1[N:28]([CH3:27])[CH2:33][CH2:32][N:31]([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])[CH2:30]1

Participants

3

Reactant 2

HCID 66935895(2S)-1,2-Dimethylpiperazine--hydrogen chloride (1/2)HCID 178426451HCID 178426451, compound

Product 1

HCID 178426415HCID 178426415, 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 (S)-1,2-dimethylpiperazine dihydrochloride. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.16 (br. s., 3H) 2.36 (s, 3H) 2.60 (s, 3H) 2.90 (br. s., 1H) 3.04 (br. s., 1H) 3.26 (br. s., 2H) 3.41-3.57 (m, 1H) 3.73 (d, J=17.68 Hz, 1H) 4.29 (br. s., 1H) 7.59 (dd, J=8.08, 1.52 Hz, 1H) 7.66 (s, 1H) 7.72 (d, J=8.08 Hz, 1H) 8.03 (dd, J=8.59, 2.02 Hz, 1H) 8.10 (s, 1H) 8.35 (d, J=7.83 Hz, 1H) 8.51 (d, J=1.52 Hz, 1H) 12.09 (br. s., 1H); ESI-MS m/z [M+H]+ 417.3.

Sources & evidence

ORD record
ord-9f7f796ae6a04471bab19ffcf084293d
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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