Hydrochloric Acid → N1-{6-[8-(4-methyl-piperazin-1-yl)-imidazo[1,2-a]pyrazin-3-yl]-pyridin-2-yl}-1-phenyl-ethane-1,2-diamine

HRID 1186509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1186509
C(OC(=O)[NH:7][CH2:8][CH:9]([NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]2[N:27]3[CH:28]=[CH:29][N:30]=[C:31]([N:32]4[CH2:37][CH2:36][N:35]([CH3:38])[CH2:34][CH2:33]4)[C:26]3=[N:25][CH:24]=2)[N:18]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(C)(C)C.Cl>C(O)C>[CH3:38][N:35]1[CH2:34][CH2:33][N:32]([C:31]2[C:26]3[N:27]([C:23]([C:19]4[N:18]=[C:17]([NH:16][CH:9]([C:10]5[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=5)[CH2:8][NH2:7])[CH:22]=[CH:21][CH:20]=4)=[CH:24][N:25]=3)[CH:28]=[CH:29][N:30]=2)[CH2:37][CH2:36]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 68226762(2-{6-[8-(4-Methyl-piperazin-1-yl)-imidazo[1,2-a]pyrazin-3-yl]-pyridin-2-ylamino}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Produkt 1

HCID 66548626N1-{6-[8-(4-methyl-piperazin-1-yl)-imidazo[1,2-a]pyrazin-3-yl]-pyridin-2-yl}-1-phenyl-ethane-1,2-diamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The mixture of (2-{6-[8-(4-methyl-piperazin-1-yl)-imidazo[1,2-a]pyrazin-3-yl]-pyridin-2-ylamino}-2-phenyl-ethyl)-carbamic acid tert-butyl ester (30 mg, 0.06 mmol) and concentrated HCl (3 mL) in ethanol (3 mL) was stirred at room temperature for 15 hours. The reaction mixture was then concentrated under reduced pressure to give N1-{6-[8-(4-methyl-piperazin-1-yl)-imidazo[1,2-a]pyrazin-3-yl]-pyridin-2-yl}-1-phenyl-ethane-1,2-diamine; hydrochloride. (Yield 40 mg). 1HNMR (300 MHz, CD3OD): δ 8.54 (brs, 1H), 8.13 (s, 1H), 7.64-7.46 (m, 3H), 7.31-7.10 (m, 5H), 6.92 (d, 1H, J=8.1 Hz), 5.44 (brs, 3H), 3.93 (brs, 2H), 3.72-3.69 (m, 2H), 3.52-3.34 (m, 4H), 2.92 (s, 3H). LC-MS: [M+H]+ 429.

Aufarbeitung

  1. concentrationThe reaction mixture was then concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c8a66478abf643629f4abb3ead173b25
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673905B2

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