N,N-Dimethylglycine → HCID 178483933, Verbindung

HRID 2236890Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236890
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][NH:7][CH:8]=[C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([I:19])[CH:17]=3)[C:12](=[O:20])[NH:11][C:10]2=[O:21])=[CH:4][C:3]=1[OH:24].C(N(CC)CC)C.[CH3:32][N:33]([CH2:35][C:36](O)=[O:37])[CH3:34].Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1>CN(C)C=O>[OH:24][C:3]1[CH:4]=[C:5]([CH2:6][NH:7]/[CH:8]=[C:9]2\[C:10](=[O:21])[NH:11][C:12](=[O:20])[C:13]3[C:18]\2=[CH:17][C:16]([I:19])=[CH:15][CH:14]=3)[CH:22]=[CH:23][C:2]=1[NH:1][C:36](=[O:37])[CH2:35][N:33]([CH3:34])[CH3:32]

Komponenten

7

Edukt 5

HCID 673N,N-DimethylglycineHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 178507623HCID 178507623, Verbindung

Produkt 1

HCID 178483933HCID 178483933, VerbindungAusbeute 20,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-[(4-Amino-3-hydroxy-benzylamino)-methylene]-6-iodo-4H-isoquinoline-1,3-dione (89 mg, 0.20 mmol) is dissolved in N,N-dimethylformamide (3.56 mL), followed by addition of triethylamine (0.236 mL, 1.69 mmol), dimethylamino-acetic acid (30.58 mg, 0.30 mmol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodimide hydrochloride (42.6 mg, 0.22 mmol) and 1-hydroxybenzotriazole (13.8 mg, 0.10 mmol). It is stirred at room temperature overnight. It is then evaporated to dryness, and the residue is washed with ether, and then acetonitrile to yield 21 mg (20%) of the title compound as a solid. MS (ESI) m/z 521 (M+H)+1

Aufarbeitung

  1. customIt is then evaporated to dryness
  2. washthe residue is washed with ether

Quellen und Nachweise

ORD-Eintrag
ord-a3602823b1b84b189395e222440501be
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

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