3-(Pyridin-3-yl)propiolic acid → HCID 68818550, compound

HRID 735163Notes

Reaction equation

HRID 735163 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]#[C:8][C:9]([OH:11])=O)[CH:2]=1.[Cl:12][C:13]1[CH:26]=[C:25]([NH2:27])[CH:24]=[CH:23][C:14]=1[O:15][CH2:16][CH2:17][N:18]([CH2:21][CH3:22])[CH2:19][CH3:20].ClCCl.CO.N>>[Cl:12][C:13]1[CH:26]=[C:25]([NH:27][C:9](=[O:11])[C:8]#[C:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[CH:24]=[CH:23][C:14]=1[O:15][CH2:16][CH2:17][N:18]([CH2:21][CH3:22])[CH2:19][CH3:20]

Participants

4

Reactant 3

HCID 3392773-(Pyridin-3-yl)propiolic acidHCID 167916763-Chloro-4-(2-diethylaminoethoxy)phenylamineHCID 21584172Ammonia methanol dichloromethane

Product 1

HCID 68818550HCID 68818550, compound

Procedure

Prepared analogously to Example 2.3.f. from pyridin-3-ylpropynoic acid and [2-(2-chloro-4-aminophenoxy)ethyl]diethylamine. Yield: 0.42 g (66.4% of theory); melting point: 118° C.-120° C.; C20H22ClN3O2 (M=371.86); calc.: molecular ion peak (M+H)+: 372/374; found: molecular ion peak (M+H)+: 372/374; Rf value: 0.4 (silica gel, dichloromethane/methanol/ammonia (9:1:0.1)).

Workup

  1. customPrepared analogously to Example 2.3.f

Sources & evidence

ORD record
ord-d3a1dbf500ba4b27a27a1d9a4ea782fb
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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