1,2-Dichloroethane → N-[4-(3-thiazolidinylcarbonyl)phenyl]-2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

HRID 1432543Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1432543
Cl[C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][CH:13](C(O)=O)[NH:12]2)=[O:10])=[CH:4][CH:3]=1.[S:24]1[CH2:28][CH2:27][N:26]([C:29](C2C=CC(N)=CC=2)=[O:30])[CH2:25]1.[CH2:38]([Cl:41])[CH2:39]Cl>CN(C=O)C>[S:24]1[CH2:28][CH2:27][N:26]([C:29]([C:2]2[CH:3]=[CH:4][C:5]([NH:8][C:9]([CH:11]3[CH2:20][C:15]4[C:14](=[CH:19][CH:18]=[CH:17][CH:16]=4)[CH2:13][N:12]3[C:9]([NH:8][C:5]3[CH:6]=[CH:39][C:38]([Cl:41])=[CH:3][CH:4]=3)=[O:10])=[O:10])=[CH:6][CH:7]=2)=[O:30])[CH2:25]1

Komponenten

5

Edukt 3

HCID 111,2-DichloroethaneHCID 686930334-(3-Thiazolidinylcarbonyl)phenylamineHCID 131727716(4-Chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Produkt 1

HCID 11598854N-[4-(3-thiazolidinylcarbonyl)phenyl]-2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamideAusbeute 81,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (50 mg, 0.15 mmol) and 4-(3-thiazolidinylcarbonyl)phenylamine (30 mg, 0.14 mmol) in DMF (2 mL), EDC (54 mg, 0.28 mmol) was added. The reaction mixture was stirred at room temperature overnight. It was then concentrated in vacuo. The residue was purified by HPLC to give the titled compound as a white powder (32 mg). MS 521.0 and 523.0 (M+H, Cl pattern).

Aufarbeitung

  1. concentrationIt was then concentrated in vacuo
  2. customThe residue was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-b97b82cbcf0c4f648f987c320d1f557f
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07612089B2

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