1,4-Dioxane hydrochloride → 2-(4-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-1,3-thiazole-5-carboxylic acid

HRID 2234010Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2234010
[C:1]([C:4]1[CH:38]=[CH:37][CH:36]=[CH:35][C:5]=1[C:6]([NH:8][CH2:9][C:10]1[N:11]=[C:12]([N:18]2[CH2:23][CH2:22][CH:21]([NH:24][C:25]([C:27]3[NH:28][C:29]([CH3:34])=[C:30]([Cl:33])[C:31]=3[Cl:32])=[O:26])[CH2:20][CH2:19]2)[S:13][C:14]=1[C:15]([OH:17])=[O:16])=[O:7])([OH:3])=O.Cl.O1CCOCC1>>[Cl:32][C:31]1[C:30]([Cl:33])=[C:29]([CH3:34])[NH:28][C:27]=1[C:25]([NH:24][CH:21]1[CH2:22][CH2:23][N:18]([C:12]2[S:13][C:14]([C:15]([OH:17])=[O:16])=[C:10]([CH2:9][N:8]3[C:6](=[O:7])[C:5]4[C:4](=[CH:38][CH:37]=[CH:36][CH:35]=4)[C:1]3=[O:3])[N:11]=2)[CH2:19][CH2:20]1)=[O:26]

Komponenten

3

Edukt 2

HCID 204431481,4-Dioxane hydrochlorideHCID 68581174HCID 68581174, Verbindung

Produkt 1

HCID 685796992-(4-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-1,3-thiazole-5-carboxylic acidAusbeute 32,4 %

Versuchsvorschrift

4-{[(2-Carboxybenzoyl)amino]methyl}-2-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-thiazole-5-carboxylic acid (Example 244; 100 mg; 0.17 mmol) was stirred with 4 N HCl/Dioxane (3 ml) at room temperature for 8 h. The mixture was concentrated in vacuo and the resulting solid was purified by reversed phase HPLC eluting with water/acetonitrile/ammonium acetate buffer mixtures giving the title compound (31 mg).

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe resulting solid was purified by reversed phase HPLC
  3. washeluting with water/acetonitrile/ammonium acetate buffer mixtures

Quellen und Nachweise

ORD-Eintrag
ord-fa7f709dd7a04f43aad1666b558fafd6
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07709503B2

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