Hydrochloric Acid → HCID 24949336, Verbindung

HRID 237922Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 237922
Cl.C(OC([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[C:14]1[NH:15][C:16]([C:19]2[CH:20]=[N:21][C:22]([C:25]3[CH:30]=[CH:29][C:28]([C:31]4[NH:32][C:33]([C@@H:36]5[CH2:40][CH2:39][CH2:38][N:37]5[C:41](=[O:54])[C@H:42]([NH:49][C:50]([O:52][CH3:53])=[O:51])[C:43]5[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=5)=[N:34][CH:35]=4)=[CH:27][CH:26]=3)=[N:23][CH:24]=2)=[CH:17][N:18]=1)=O)(C)(C)C.CO>CCOCC>[CH3:53][O:52][C:50](=[O:51])[NH:49][C@H:42]([C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1)[C:41](=[O:54])[N:37]1[CH2:38][CH2:39][CH2:40][C@H:36]1[C:33]1[NH:32][C:31]([C:28]2[CH:29]=[CH:30][C:25]([C:22]3[N:23]=[CH:24][C:19]([C:16]4[NH:15][C:14]([C@@H:10]5[CH2:11][CH2:12][CH2:13][NH:9]5)=[N:18][CH:17]=4)=[CH:20][N:21]=3)=[CH:26][CH:27]=2)=[CH:35][N:34]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 24951126(S)-2-{5-[2-(4-{2-[(S)-1-((R)-2-methoxycarbonylamino-2-phenyl-acetyl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-pyrimidin-5-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 24949336HCID 24949336, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Cold (0° C.) 4 N HCl in dioxanes (4 mL) was added via syringe to (S)-2-{5-[2-(4-{2-[(S)-1-((R)-2-methoxycarbonylamino-2-phenyl-acetyl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-pyrimidin-5-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester (104.6 mg, 0.146 mmol) in a 100 mL pear-shaped flask followed by MeOH (0.5 mL). The homogeneous mixture was stirred at room temperature for 15 min before a precipitate was observed. After stirring further for 1.75 h, the suspension was diluted with ether and hexanes. Suction-filtration of a small portion of the suspension yielded the title compound as a yellow solid which was used for characterization purposes. The balance of the suspension was concentrated down to dryness and placed under high vacuum for 16 h. There was isolated the rest of the title compound also as a yellow solid (137.7 mg, 123%) which was used without further purification.

Aufarbeitung

  1. stirringAfter stirring further for 1.75 h
  2. filtrationSuction-filtration of a small portion of the suspension

Quellen und Nachweise

ORD-Eintrag
ord-db2ff726971e48b8ad78d6fd5b771c6a
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642025B2

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