HCID 17950069, compound → HCID 11647266, compound

HRID 550425Notes

Reaction equation

HRID 550425 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].[Cl: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>>[Cl: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 17950069HCID 17950069, compoundHCID 67020529N'-[4-cyano-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-N,N-dimethylimidoformamide

Product 1

HCID 11647266HCID 11647266, compoundYield 52.1%

Procedure

The procedure described in Example 1 was repeated using N′-[4-cyano-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-N,N-dimethylimidoformamide (800 mg, 3.58 mmol) and 3-chloro-4-[(6-methylpyridin-3-yl)oxy]aniline (925 mg, 3.94 mmol) to give the title compound as a white solid (770 mg, 52%); NMR Spectrum: 2.45 (s, 3H), 3.81 (br t, 2H), 4.34 (t, 2H), 5.13 (br s, 1H), 7.21 (d, 1H), 7.26 (s, 1H), 7.27 (s, 1H), 7.71 (dd, 1H), 8.10 (d, 1H) 8.21 (s, 1H), 8.34 (s, 1H), 8.62 (br s, 1H); Mass Spectrum: 413 (MH+).

Sources & evidence

ORD record
ord-27fbed14e5af4c259ce2eaf1f1497b41
Source dataset
uspto-grants-2011_05
Patent number
US07947676B2

Reaction notes

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