N,N-dimethylazetidin-3-amine dihydrochloride → HCID 178426482, compound

HRID 526641Notes

Reaction equation

HRID 526641 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].Cl.Cl.[CH3:28][N:29]([CH3:34])[CH:30]1[CH2:33][NH:32][CH2:31]1>>[CH3:28][N:29]([CH3:34])[CH:30]1[CH2:33][N:32]([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])[CH2:31]1

Participants

3

Reactant 2

HCID 22121220N,N-dimethylazetidin-3-amine dihydrochlorideHCID 178426484HCID 178426484, compound

Product 1

HCID 178426482HCID 178426482, 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 N,N-dimethylazetidin-3-amine dihydrochloride. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.37 (s, 3H) 2.77 (br. s., 6H) 4.07-4.18 (m, 1H) 4.26 (br. s., 2H) 4.52 (br. s., 1H) 4.63 (br. s., 1H) 7.70 (d, J=6.82 Hz, 1H) 7.79 (d, J=11.37 Hz, 1H) 8.19-8.26 (m, 2H) 8.43 (d, J=8.84 Hz, 1H) 8.69 (d, J=2.27 Hz, 1H); ESI-MS m/z [M+H]+ 421.3.

Sources & evidence

ORD record
ord-0ed881c3b6234f36a5de381de4481b6b
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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