3-Methyl-4-((6-methylpyridin-3-yl)oxy)aniline → HCID 67020769, compound

HRID 550422Notes

Reaction equation

HRID 550422 reaction equation
[C:1]([C:3]1[C:4]([O:13][CH2:14][CH2:15][OH:16])=[N:5][NH:6][C:7]=1[N:8]=[CH:9][N:10](C)C)#[N:2].[CH3:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][C:24]=1[O:25][C:26]1[CH:27]=[N:28][C:29]([CH3:32])=[CH:30][CH:31]=1)N>>[CH3:17][C:18]1[CH:19]=[C:20]([NH:2][C:1]2[N:10]=[CH:9][N:8]=[C:7]3[NH:6][N:5]=[C:4]([O:13][CH2:14][CH2:15][OH:16])[C:3]=23)[CH:22]=[CH:23][C:24]=1[O:25][C:26]1[CH:27]=[N:28][C:29]([CH3:32])=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 114244343-Methyl-4-((6-methylpyridin-3-yl)oxy)anilineHCID 67020529N'-[4-cyano-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-N,N-dimethylimidoformamide

Product 1

HCID 67020769HCID 67020769, compoundYield 82%

Procedure

The procedure described in Example 1 was repeated using N′-[4-cyano-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-N,N-dimethylimidoformamide (1.50 g, 6.72 mmol) and 3-methyl-4-[(6-methylpyridin-3-yl)oxy]aniline (1.44 g, 6.72 mmol) to give the title compound as a white solid (2.16 g, 82%); NMR Spectrum: 2.20 (s, 3H), 2.44 (s, 3H), 3.81 (br t, 2H), 4.32 (t, 2H), 5.14 (br s, 1H), 6.96 (d, 1H), 7.19 (dd, 1H), 7.24 (d, 1H), 7.58 (dd, 1H), 7.62 (s, 1H), 8.17 (d, 1H) 8.28 (s, 1H), 8.44 (br s, 1H); Mass Spectrum: 393 (MH+).

Sources & evidence

ORD record
ord-1237dcd219184b698d14adc953829fac
Source dataset
uspto-grants-2011_05
Patent number
US07947676B2

Reaction notes

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