N'-[4-cyano-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-N,N-dimethylimidoformamide → HCID 11582218, compound

HRID 550417Notes

Reaction equation

HRID 550417 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].[CH2:17]([C:19]1[CH:20]=[C:21]([CH:23]=[CH:24][C:25]=1[O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=1)N)[CH3:18]>>[CH2:17]([C:19]1[CH:20]=[C:21]([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:23]=[CH:24][C:25]=1[O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=1)[CH3:18]

Participants

3

Reactant 2

HCID 67020529N'-[4-cyano-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-N,N-dimethylimidoformamideHCID 67020736HCID 67020736, compound

Product 1

HCID 11582218HCID 11582218, compoundYield 55%

Procedure

The procedure described in Example 1 was repeated using N′-[4-cyano-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-N,N-dimethylimidoformamide (655 mg, 2.82 mmol) and 3-ethyl-4-(pyridin-2-ylmethoxy)aniline (786 mg, 3.10 mmol) to give the title compound as a white solid (625 mg, 55%); NMR spectrum: 1.20 (t, 3H), 2.66 (q, 2H), 3.79 (d, 2H), 4.30 (td, 2H), 5.21 (s, 2H), 7.02 (d, 1H), 7.36 (m, 2H), 7.43 (dd, 1H), 7.85 (td, 1H), 8.20 (s, 1H), 8.35 (s, 1H), 8.60 (d, 1H); Mass Spectrum: 407 (MH+).

Sources & evidence

ORD record
ord-006a1c25654b44368bdb930af134ca5f
Source dataset
uspto-grants-2011_05
Patent number
US07947676B2

Reaction notes

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