N,N-dimethylazetidin-3-amine → HCID 178422211, compound

HRID 579095Notes

Reaction equation

HRID 579095 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]([CH3:32])[CH:28]1[CH2:31][NH:30][CH2:29]1>>[CH3:26][N:27]([CH3:32])[CH:28]1[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 10351656N,N-dimethylazetidin-3-amineHCID 178422218HCID 178422218, compound

Product 1

HCID 178422211HCID 178422211, compound

Procedure

The title compound was prepared in a manner similar to Example 301 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and N,N-dimethylazetidin-3-amine 1H NMR (500 MHz, DMSO-d6) δ ppm 2.33 (d, J=1.95 Hz, 3 H) 2.81 (s, 6 H) 4.07-4.21 (m, 1 H) 4.29 (br. s., 2 H) 4.47-4.59 (m, 1 H) 4.66 (m, J=7.80 Hz, 1H) 7.63 (br. s., 1 H) 7.71-7.78 (m, 1 H) 7.91-8.81 (m, 4 H). ESI-MS m/z [M+H]+ 421.3.

Sources & evidence

ORD record
ord-afc8df3e81ec476a8860d6cc0a19e7aa
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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