Potassium Carbonate → HCID 69675721, Verbindung

HRID 1751410Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1751410
[CH3:1][O:2][C:3](=[O:43])[NH:4][CH:5]([CH:37]1[CH2:42][CH2:41][O:40][CH2:39][CH2:38]1)[C:6](=[O:36])[N:7]1[CH2:11][CH2:10][CH2:9][CH:8]1[C:12]1[NH:13][C:14]([C:17]2[CH:26]=[CH:25][C:24]3[C:19](=[CH:20][CH:21]=[C:22](B4OC(C)(C)C(C)(C)O4)[CH:23]=3)[CH:18]=2)=[CH:15][N:16]=1.[C:44]([O:48][C:49](=[O:61])[NH:50][CH2:51][C:52]([C:54]1[CH:59]=[CH:58][C:57](Br)=[CH:56][CH:55]=1)=[O:53])([CH3:47])([CH3:46])[CH3:45].C(=O)([O-])[O-].[K+].[K+]>COCCOC.O.[Cl-].[Na+].O>[CH3:1][O:2][C:3](=[O:43])[NH:4][CH:5]([CH:37]1[CH2:38][CH2:39][O:40][CH2:41][CH2:42]1)[C:6]([N:7]1[CH2:11][CH2:10][CH2:9][CH:8]1[C:12]1[NH:13][C:14]([C:17]2[CH:26]=[CH:25][C:24]3[C:19](=[CH:20][CH:21]=[C:22]([C:57]4[CH:58]=[CH:59][C:54]([C:52](=[O:53])[CH2:51][NH:50][C:49]([O:48][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:61])=[CH:55][CH:56]=4)[CH:23]=3)[CH:18]=2)=[CH:15][N:16]=1)=[O:36]

Komponenten

7

Edukt 3

HCID 11430Potassium CarbonateHCID 59610197tert-butyl N-[2-(4-bromophenyl)-2-oxoethyl]carbamateHCID 69675202[2-Oxo-1-(tetrahydro-pyran-4-yl)-2-(2-{5-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidin-1-yl)-ethyl]-carbamic acid methyl ester

Produkt 1

HCID 69675721HCID 69675721, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 80711,2-DimethoxyethaneLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

[2-Oxo-1-(tetrahydro-pyran-4-yl)-2-(2-{5-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidin-1-yl)-ethyl]-carbamic acid methyl ester (200 mg, 0.34 mmol), [2-(4-Bromo-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (106 mg, 0.34 mmol), Pd[PPh3]4 (39.2 mg, 0.034 mmol), potassium carbonate (117 mg, 0.85 mmol) was heated at 120 C in the microwave for 22 minutes in DME (2.5 mL) and water (0.3 mL). Brine (1 mL) was added and the organic layer was isolated and the volatiles were removed. The product was purified via flash chromatography on silica gel (eluent: EtOAc/hexanes) to yield 183 mg.

Aufarbeitung

  1. customthe organic layer was isolated
  2. customthe volatiles were removed
  3. customThe product was purified via flash chromatography on silica gel (eluent: EtOAc/hexanes)
  4. customto yield 183 mg

Quellen und Nachweise

ORD-Eintrag
ord-ad3a86b403ba406aa39a4c09ab303399
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156823B2

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