HCID 62073776, compound → HCID 11516788, compound

HRID 550426Notes

Reaction equation

HRID 550426 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].[F: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>>[F: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 62073776HCID 62073776, compoundHCID 67020529N'-[4-cyano-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-N,N-dimethylimidoformamide

Product 1

HCID 11516788HCID 11516788, compoundYield 50.1%

Procedure

The procedure described in Example 1 was repeated using N′-[4-cyano-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-N,N-dimethylimidoformamide (900 mg, 4.03 mmol) and 3-fluoro-4-[(6-methylpyridin-3-yl)oxy]aniline (967 mg, 4.43 mmol) to give the title compound as a white solid (800 mg, 50%); NMR Spectrum: 2.44 (s, 3H), 3.81 (br t, 2H), 4.34 (t, 2H), 5.13 (br s, 1H), 7.24-7.31 (m, 3H), 7.55 (dd, 1H), 7.98 (dd, 1H) 8.24 (d, 1H), 8.35 (s, 1H), 8.61 (br s, 1H); Mass Spectrum: 397 (MH+).

Sources & evidence

ORD record
ord-e2d7278ed8fe48a79ad4cf694e270971
Source dataset
uspto-grants-2011_05
Patent number
US07947676B2

Reaction notes

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