Phenylacetic Acid → 2-(2-Phenylacetamido)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide

HRID 2227559

Reaktionsgleichung

Reaktionsgleichung von HRID 2227559
[NH2:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11](=[O:13])[NH2:12].[C:14]1([CH2:20][C:21](O)=[O:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.ON1C2C=CC=CC=2N=N1.OC1C2N=NNC=2C=CC=1>ClCCl.CN(C)C=O>[C:11]([C:3]1[C:4]2[CH2:10][CH2:9][CH2:8][CH2:7][C:5]=2[S:6][C:2]=1[NH:1][C:21](=[O:22])[CH2:20][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:13])[NH2:12]

Komponenten

7

Edukt 4

HCID 999Phenylacetic AcidHCID 757711-HydroxybenzotriazoleHCID 2902232-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamideHCID 178418300HCID 178418300, Verbindung

Produkt 1

HCID 6785432-(2-Phenylacetamido)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

A mixture of commercially available 2-amino-3-carbamoyl-4,5,6,7-tetrahydrobenzo[b]thiophene (5 mg, 0.026 mmol), phenylacetic acid (7 mg, 0.05 mmol), N-hydroxybenzotriazole (8.5 mg, 0.065 mmol), and N-cyclohexylcarbodiimide-N′-methylpolystyrene (loading about 1.5 mmol/g resin, 50 mg) in dichloromethane (2 ml)/dimethylformamide (0.5 ml) was agitated at 20° C. for 170 h. Afterward tris-(2-aminoethyl)-amine polystyrene (loading about 4 mmol/g resin 40 mg) was added for scavenging the hydroxybenzotriazole and the excess of acid, and the agitation was maintained for additional 24 h.

Aufarbeitung

  1. temperaturethe excess of acid, and the agitation was maintained for additional 24 h.

Quellen und Nachweise

ORD-Eintrag
ord-36dc15d5abb34eac8097fefb794fa7d9
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06414013B1

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