4-Bromophenacyl bromide → HCID 69673289, Verbindung

HRID 1751335Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1751335
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][C@H:9]1[C:17]([OH:19])=[O:18])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][C:27]([Br:30])=[CH:26][CH:25]=1)=[O:23].CCN(CC)CC>CC#N.CCOC(C)=O.C([O-])(O)=O.[Na+].[Cl-].[Na+].O>[N:8]1([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][C@H:9]1[C:17]([O:19][CH2:21][C:22]([C:24]1[CH:29]=[CH:28][C:27]([Br:30])=[CH:26][CH:25]=1)=[O:23])=[O:18]

Komponenten

8

Edukt 3

HCID 74544-Bromophenacyl bromideHCID 8471TriethylamineHCID 2755955(2S)-1-(tert-Butoxycarbonyl)-2,3-dihydro-1H-indole-2-carboxylic acid

Produkt 1

HCID 69673289HCID 69673289, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 6342AcetonitrileLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 516892Sodium BicarbonateLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

To a solution of (S)-1-(tert-butoxycarbonyl)indoline-2-carboxylic acid (1.61 g, 6.11 mmol) and 2-bromo-1-(4-bromophenyl)ethanone (2.55 g, 9.17 mmol) in MeCN (25 mL) was added Et3N (1.27 mL, 9.17 mmol). The solution was heated to 55° C. and stirred o/n. The solution was cooled to rt, diluted with EtOAc, sat. NaHCO3, brine, dried with MgSO4, and concentrated. The residue was taken onto the next step crude.

Aufarbeitung

  1. temperatureThe solution was cooled to rt
  2. dry with materialdried with MgSO4
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-066fd6372ed14d02b08e01ff46a81305
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156823B2

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