Hydrochloric Acid → 4-tert-Butyl-2-((2-methyl-3-(4-methyl-6-(4-(morpholine-4-carbonyl)-phenylamino)-5-oxo-4,5-dihydropyrazin-2-yl)phenylamino)methyl)benzoic Acid

HRID 1772072Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1772072
[C:1]([C:5]1[CH:15]=[CH:14][C:8]([C:9]([O:11]CC)=[O:10])=[C:7]([CH2:16][NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]3[N:25]=[C:26]([NH:32][C:33]4[CH:38]=[CH:37][C:36]([C:39]([N:41]5[CH2:46][CH2:45][O:44][CH2:43][CH2:42]5)=[O:40])=[CH:35][CH:34]=4)[C:27](=[O:31])[N:28]([CH3:30])[CH:29]=3)[C:19]=2[CH3:47])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-].Cl>C1COCC1.CCO.O>[C:1]([C:5]1[CH:15]=[CH:14][C:8]([C:9]([OH:11])=[O:10])=[C:7]([CH2:16][NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]3[N:25]=[C:26]([NH:32][C:33]4[CH:38]=[CH:37][C:36]([C:39]([N:41]5[CH2:46][CH2:45][O:44][CH2:43][CH2:42]5)=[O:40])=[CH:35][CH:34]=4)[C:27](=[O:31])[N:28]([CH3:30])[CH:29]=3)[C:19]=2[CH3:47])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 66610366Ethyl 4-tert-Butyl-2-((2-methyl-3-(4-methyl-6-(4-(morpholine-4-carbonyl)phenyl amino)-5-oxo-4,5-dihydropyrazin-2yl)phenylamino)methyl)benzoate

Produkt 1

HCID 666101474-tert-Butyl-2-((2-methyl-3-(4-methyl-6-(4-(morpholine-4-carbonyl)-phenylamino)-5-oxo-4,5-dihydropyrazin-2-yl)phenylamino)methyl)benzoic Acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To 25 mL round bottom flask charged with ester 101h (100 mg, 0.16 mmol) and LiOH (20 mg, 0.47 mmol) in THF (2 mL), EtOH (2 mL) and H2O (2 mL). After the mixture was stirred at 60° C. for 16 h, the pH was adjusted to 7 with aqueous 1M HCl. The aqueous phase was extracted with EtOAc (2×10 mL), and the combined organic extracts were washed with brine (10 mL), dried with Na2SO4 and concentrated. The crude 101i (97 mg, 99%) was used without further purification.

Aufarbeitung

  1. extractionThe aqueous phase was extracted with EtOAc (2×10 mL)
  2. washthe combined organic extracts were washed with brine (10 mL)
  3. dry with materialdried with Na2SO4
  4. concentrationconcentrated
  5. customThe crude 101i (97 mg, 99%) was used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-2c2685f96f5c4cd980be8842fd2f4686
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09249123B2

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