Morpholine → HCID 178426483, compound

HRID 579146Notes

Reaction equation

HRID 579146 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].[NH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>>[F:9][C:8]1[CH:7]=[C:6]([C:10]2[CH:11]=[N:12][N:13]([C:16]3[CH:24]=[CH:23][C:19]([C:20]([N:26]4[CH2:31][CH2:30][O:29][CH2:28][CH2:27]4)=[O:22])=[CH:18][N:17]=3)[C:14]=2[OH:15])[C:5]([CH3:25])=[CH:4][C:3]=1[C:1]#[N:2]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 178426484HCID 178426484, compound

Product 1

HCID 178426483HCID 178426483, 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 morpholine. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.42 (s, 3 H) 3.40-3.87 (m, 8 H) 7.79 (d, J=7.07 Hz, 1 H) 7.88 (d, J=10.86 Hz, 1 H) 8.10 (dd, J=8.59, 2.02 Hz, 1 H) 8.27 (br. s., 1 H) 8.44 (br. s., 1 H) 8.57 (dd, J=2.27, 0.76 Hz, 1 H) 13.47 (br. s., 1 H); ESI-MS m/z [M+H]+408.3.

Sources & evidence

ORD record
ord-a0905d74ff704a0fb4b7488ca0755d53
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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