Chlorine → 3-(3-chlorobiphenyl-4-yl)propynoic acid-[3-chloro-4-(2-diethylaminoethoxy)phenyl]amide Hydrochloride

HRID 735063Notes

Reaction equation

HRID 735063 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:5]=[CH:6][C:7]=1[C:8]#[C:9][C:10]([OH:12])=O.[Cl:19][C:20]1[CH:21]=[C:22]([NH2:34])[CH:23]=[CH:24][C:25]=1[O:26][CH2:27][CH2:28][N:29]([CH2:32][CH3:33])[CH2:30][CH3:31].ClCl.ClCCl.CO.N>>[ClH:1].[Cl:19][C:20]1[CH:21]=[C:22]([NH:34][C:10](=[O:12])[C:9]#[C:8][C:7]2[CH:6]=[CH:5][C:4]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:3][C:2]=2[Cl:1])[CH:23]=[CH:24][C:25]=1[O:26][CH2:27][CH2:28][N:29]([CH2:32][CH3:33])[CH2:30][CH3:31]

Participants

5

Reactant 4

HCID 24526Chlorine2×HCID 167916763-Chloro-4-(2-diethylaminoethoxy)phenylamineHCID 21584172Ammonia methanol dichloromethaneHCID 68818528(3-chlorobiphenyl-4-yl)propynoic Acid

Product 1

HCID 688197063-(3-chlorobiphenyl-4-yl)propynoic acid-[3-chloro-4-(2-diethylaminoethoxy)phenyl]amide Hydrochloride

Procedure

Prepared analogously to Example 3.8.a. from (3-chlorobiphenyl-4-yl)propynoic acid and 3-chloro-4-(2-diethylaminoethoxy)phenylamine. Yield: 0.35 g (68% of theory); melting point: 195° C.-200° C.; C27H26Cl2N2O2*HCl (M=517.87); calc.: molecular ion peak (M+H)+: 481/3/5 (Cl2); found: molecular ion peak (M+H)+: 481/3/5 (Cl2); Rf value: 0.6 (silica gel, dichloromethane/methanol/ammonia (90:10:0.1)).

Workup

  1. customPrepared analogously to Example 3.8.a

Sources & evidence

ORD record
ord-14406dc6e994401ca26b0297db46b45b
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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