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1-Hydroxybenzotriazole → HCID 59494589, Verbindung

HRID 872013
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 872013
ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C.[Br:23][C:24]1[CH:25]=[C:26]2[C:30](=[CH:31][CH:32]=1)[N:29]([CH2:33][CH2:34][CH2:35][O:36][CH3:37])[CH:28]=[C:27]2[CH2:38][NH:39][CH:40]1[CH2:42][CH2:41]1.[C:43]([O:47][C:48]([N:50]1[CH2:55][CH2:54][O:53][C@@H:52]([C:56](O)=[O:57])[CH2:51]1)=[O:49])([CH3:46])([CH3:45])[CH3:44]>CN(C)C=O.C(OCC)(=O)C>[Br:23][C:24]1[CH:25]=[C:26]2[C:30](=[CH:31][CH:32]=1)[N:29]([CH2:33][CH2:34][CH2:35][O:36][CH3:37])[CH:28]=[C:27]2[CH2:38][N:39]([CH:40]1[CH2:42][CH2:41]1)[C:56]([C@@H:52]1[O:53][CH2:54][CH2:55][N:50]([C:48]([O:47][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:49])[CH2:51]1)=[O:57]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 6559076(2R)-4-((tert-butoxy)carbonyl)morpholine-2-carboxylic acidHCID 59494618HCID 59494618, Verbindung

Produkt 1

HCID 59494589HCID 59494589, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

1-Hydroxybenzotriazole (162 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (288 mg) were added successively to a solution of N-{[5-bromo-1-(3-methoxypropyl)indol-3-yl]methyl}cyclopropanamine (a compound of Reference Example 127(2), 405 mg) and (2R)-4-(tert-butoxycarbonyl)morpholin-2-carboxylic acid (231 mg) in N,N-dimethylformamide (12.5 ml) and the mixture was stirred at room temperature overnight. The mixture was diluted with ethyl acetate, washed with water, a saturated aqueous solution of sodium bicarbonate and saturated brine successively and dried over magnesium sulfate. The solvent was evaporated in vacuo and the resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=50/50 to 10/90) to give tert-butyl(2R)-2-{[{[5-bromo-1-(3-methoxypropyl)indol-3-yl]methyl}(cyclopropyl)amino]carbonyl}morpholin-4-carboxylate (581 mg) as a colorless oil.

Aufarbeitung

  1. washwashed with water
  2. dry with materiala saturated aqueous solution of sodium bicarbonate and saturated brine successively and dried over magnesium sulfate
  3. customThe solvent was evaporated in vacuo
  4. customthe resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=50/50 to 10/90)

Quellen und Nachweise

ORD-Eintrag
ord-7e7ee89ad67a4ef5bfed74e3bbe46a9e
Quelldatensatz
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08975252B2

Notizen zur Reaktion

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