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Hydrochloric Acid → HCID 178485823, Verbindung

HRID 333497
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 333497
[Cl:1]CCl.CO.[CH3:6][O:7][C:8](=[O:64])[NH:9][C@H:10]([C:14]([N:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[C:21]1[NH:22][CH:23]=[C:24]([C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][C:35]([NH:38][C:39]([C:41]4[CH:42]=[N:43][C:44]([N:47]5[CH2:52][C@H:51]([CH3:53])[N:50]([C:54](=[O:57])[NH:55][CH3:56])[CH2:49][C@H:48]5[CH3:58])=[CH:45][CH:46]=4)=[O:40])=[CH:34][C:33]=3[O:59][C:60]([F:63])([F:62])[F:61])=[CH:28][CH:27]=2)[N:25]=1)=[O:15])[CH:11]([CH3:13])[CH3:12].[ClH:65]>COC1CCCC1>[ClH:1].[ClH:65].[CH3:6][O:7][C:8](=[O:64])[NH:9][C@H:10]([C:14]([N:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[C:21]1[NH:22][CH:23]=[C:24]([C:26]2[CH:27]=[CH:28][C:29]([C:32]3[CH:37]=[CH:36][C:35]([NH:38][C:39]([C:41]4[CH:42]=[N:43][C:44]([N:47]5[CH2:52][C@H:51]([CH3:53])[N:50]([C:54](=[O:57])[NH:55][CH3:56])[CH2:49][C@H:48]5[CH3:58])=[CH:45][CH:46]=4)=[O:40])=[CH:34][C:33]=3[O:59][C:60]([F:63])([F:61])[F:62])=[CH:30][CH:31]=2)[N:25]=1)=[O:15])[CH:11]([CH3:12])[CH3:13]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6344DichloromethaneHCID 178485822HCID 178485822, Verbindung

Produkt 1

HCID 178485823HCID 178485823, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 138539
Cyclopentyl methyl ether
Lösungsmittel

Reaktionsbedingungen

Temperatur
3 °C

Versuchsvorschrift

Dichloromethane (100 mL) and methanol (50 mL) were added to ((S)-1-{(S)-2-[4-(4′-{[6-((2R,5S)-2,5-dimethyl-4-methylcarbamoyl-piperazin-1-yl)-pyridine-3-carbonyl]-amino}-2′-trifluoromethoxy-biphenyl-4-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester (10.17 g, 12.40 mmol) and the solution was stirred for 10 min, then cooled to 3° C. and 3 M of HCl in cyclopentyl methyl ether (12.4 mL) was added dropwise keeping the temperature of the reaction mixture less than 10° C. The water bath was removed and the reaction mixture was stirred for 15 min, and concentrated to about 50 mL. Isopropyl acetate was added and the mixture was concentrated to dryness. The resulting material was vacuum dried at RT overnight and vacuum oven dried at RT over the weekend to provide the title compound (12.2 g).

Aufarbeitung

  1. customthe temperature of the reaction mixture less than 10° C
  2. customThe water bath was removed
  3. stirringthe reaction mixture was stirred for 15 min
  4. concentrationconcentrated to about 50 mL
  5. additionIsopropyl acetate was added
  6. concentrationthe mixture was concentrated to dryness
  7. customdried at RT overnight
  8. customvacuum oven dried at RT over the weekend

Quellen und Nachweise

ORD-Eintrag
ord-939c810fe3974aa9a487298711c8c219
Quelldatensatz
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08883135B2

Notizen zur Reaktion

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