Ethoxyethylamine → HCID 178467959, compound

HRID 526488Notes

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]([OH:21])=O)=[CH:17][N:16]=3)[C:13]=2[OH:14])=[C:5]([CH3:24])[CH:4]=1)#[N:2].[CH2:25]([O:27][CH2:28][CH2:29][NH2:30])[CH3:26]>>[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]([NH:30][CH2:29][CH2:28][O:27][CH2:25][CH3:26])=[O:21])=[CH:17][N:16]=3)[C:13]=2[OH:14])=[C:5]([CH3:24])[CH:4]=1)#[N:2]

Participants

Reactant 2

HCID 66970Ethoxyethylamine

HCID 178426451HCID 178426451, compound

Product 1

HCID 178467959HCID 178467959, 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 2-ethoxyethylamine. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.12 (t, J=6.95 Hz, 3H) 2.43 (s, 3H) 3.42-3.49 (m, 4H) 3.49-3.55 (m, 2H) 7.66 (dd, J=8.08, 1.52 Hz, 1H) 7.73 (s, 1H) 7.75-7.85 (m, 1H) 8.06-8.27 (m, 1H) 8.42 (d, J=6.82 Hz, 2H) 8.80 (t, J=5.18 Hz, 1H) 8.88-8.96 (m, 1H) 12.86-13.47 (m, 1H). MS m/z [M+H]+ 392.2.

Sources & evidence

ORD record: ord-b92376b02f7c45778a917c76a512d861
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09345713B2

Reaction notes

Loading…