2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid → HCID 67165427, Verbindung

HRID 552194

Reaktionsgleichung

Reaktionsgleichung von HRID 552194
[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([NH2:17])[C:14]=1[O:15][CH3:16])[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1.C(OC([NH:25][CH:26]1[CH2:30][CH2:29][CH2:28][CH:27]1[C:31](O)=[O:32])=O)(C)(C)C.Cl.O1CCOCC1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([NH:17][C:31]([CH:27]3[CH2:28][CH2:29][CH2:30][CH:26]3[NH2:25])=[O:32])[C:14]=1[O:15][CH3:16])[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1

Komponenten

4

Edukt 3

HCID 35647322-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acidHCID 204431481,4-Dioxane hydrochlorideHCID 213627436-Chloro-7-methoxy-9h-pyrido[3,4-b]indol-8-amine

Produkt 1

HCID 67165427HCID 67165427, Verbindung

Versuchsvorschrift

6-chloro-7-methoxy-9H-β-carboline-8-ylamine and 2-tert-butoxycarbonylamino-cyclopentanecarboxylic acid were reacted using Method A. To this product was added 5 ml of 4N HCl/dioxane and the resulting mixture was allowed to stir at RT. The reaction was followed by LC-MS until completion. Evaporation was allowed to remove all the solvent which gave a crude HCl salt. The desired product was then purified by preparative HPLC. 1H-NMR (300 MHz, DMSO-d6): δ 1.68 (m, 1H), 1.84 (m, 2H), 2.06 (m, 2H), 2.20 (m, 1H), 3.46 (m, 1H), 3.67 (m, 1H), 3.89 (s, 3H), 8.24 (d, 2H), 8.61 (d, 1H), 8.72 (s, 1H), 8.78 (d, 1H), 9.19 (s, 1H), 10.58 (s, 1H), 13.20 (s, 1H). Retention Time (LC, method: ammonium acetate standard): 1.54 min. MS (M+H+): 359.

Aufarbeitung

  1. customEvaporation
  2. customto remove all the solvent which

Quellen und Nachweise

ORD-Eintrag
ord-f5cc0a10dfd448c08fd8e99ce2ea5bb7
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07951801B2

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