Benzoic Acid → HCID 131726958, compound

HRID 747675Notes

Reaction equation

HRID 747675 reaction equation
[C:1]([OH:9])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]([C:12]1[CH:13]=[C:14]([CH:28]=[CH:29][CH:30]=1)[O:15][CH2:16][CH2:17][NH:18][C:19]([CH2:21][CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)=[O:20])#[N:11].C(N(CC)CC)C.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>CN(C)C=O.C(OCC)(=O)C>[C:1]([N:25]1[CH2:26][CH2:27][CH:22]([CH2:21][C:19]([NH:18][CH2:17][CH2:16][O:15][C:14]2[CH:28]=[CH:29][CH:30]=[C:12]([C:10]#[N:11])[CH:13]=2)=[O:20])[CH2:23][CH2:24]1)(=[O:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

8

Reactant 5

HCID 243Benzoic AcidHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 131726959HCID 131726959, compound

Product 1

HCID 131726958HCID 131726958, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

175 mg (1.43 mmol) of benzoic acid, 430 mg (1.58 mmol) of N-[2-(3-cyanophenoxy)ethyl]piperidine-4-carboxyamide, 0.22 ml (1.58 mmol) of triethylamine, 213 mg (158 mmol) of 1-hydroxybenzotriazole and 303 mg (1.58 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were stirred in 10 ml of dimethylformamide at room temperature overnight. After the treatment with ethyl acetate as the extractant in an ordinary manner, the title compound was obtained.

Sources & evidence

ORD record
ord-af4955f52e36409a9da70337b0c43ca1
Source dataset
uspto-grants-2008_07
Patent number
US07396844B1

Reaction notes

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