Triethylamine → N-[2-(3-cyanophenoxy)ethyl]-3-(E)-(4-chlorophenyl)acrylamide

HRID 747788Notes

Reaction equation

HRID 747788 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#[N:10].ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.C(N(CC)CC)C.[Cl:43][C:44]1[CH:54]=[CH:53][C:47]([CH:48]=[CH:49][C:50](O)=[O:51])=[CH:46][CH:45]=1>>[C:9]([C:8]1[CH:7]=[C:6]([CH:13]=[CH:12][CH:11]=1)[O:5][CH2:4][CH2:3][NH:2][C:50](=[O:51])/[CH:49]=[CH:48]/[C:47]1[CH:53]=[CH:54][C:44]([Cl:43])=[CH:45][CH:46]=1)#[N:10]

Participants

6

Reactant 5

HCID 8471TriethylamineHCID 153712-Propenoic acid, 3-(4-chlorophenyl)-HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 226451983-(2-Aminoethoxy)benzonitrile hydrochloride

Product 1

HCID 17788960N-[2-(3-cyanophenoxy)ethyl]-3-(E)-(4-chlorophenyl)acrylamide

Procedure

109 mg (0.55 mmol) of 3-(2-aminoethoxy)benzonitrile hydrochloride, 85 mg (0.55 mmol) of 1-hydroxybenzotriazole (hydrate), 105 mg (0.55 mmol) of 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride, 61 mg (0.6 mmol) of triethylamine, and 100 mg (0.55 mmol) of p-chloro-cinnamic acid were used, and the title compound was obtained in the same manner as in step 1 in Example 211.

Sources & evidence

ORD record
ord-b1619756e4a14decb6fa2c275ebb0070
Source dataset
uspto-grants-2008_07
Patent number
US07396844B1

Reaction notes

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