3-Chloro-4-(2-pyridylmethoxy)aniline → HCID 11661854, compound

HRID 550427Notes

Reaction equation

HRID 550427 reaction equation
[C:1]([C:3]1[C:4]([O:13][CH2:14][CH2:15][CH2:16][OH:17])=[N:5][NH:6][C:7]=1[N:8]=[CH:9][N:10](C)C)#[N:2].[Cl:18][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>>[Cl:18][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][CH2:16][OH:17])[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

Participants

3

Reactant 2

HCID 167812123-Chloro-4-(2-pyridylmethoxy)anilineHCID 67020631HCID 67020631, compound

Product 1

HCID 11661854HCID 11661854, compoundYield 52.1%

Procedure

The procedure described in Example 1 was repeated using N′-[4-cyano-3-(3-hydroxypropoxy)-1H-pyrazol-5-yl]-N,N-dimethylimidoformamide (150 mg, 0.63 mmol) and 3-chloro-4-(pyridin-2-ylmethoxy)aniline (148 mg, 0.63 mmol) to give the title compound as a white solid (140 mg, 52%); NMR Spectrum: 1.94-1.98 (m, 2H), 3.59-3.62 (m, 2H), 4.39 (t, 2H), 4.62 (br s, 1H), 5.29 (s, 2H), 7.23 (d, 1H), 7.35-7.38 (m, 1H), 7.54-7.59 (m, 2H), 7.86-7.91 (m, 2H), 8.28 (s, 1H), 8.43 (s, 1H), 8.59 (d, 1H); Mass Spectrum: 427 (MH+).

Sources & evidence

ORD record
ord-dee692a925d84e63bd5c1f44d4148bfe
Source dataset
uspto-grants-2011_05
Patent number
US07947676B2

Reaction notes

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