Diisopropylethylamine → N-Butyl-N-(2,2-dimethoxyethyl)-3-(3-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanamide

HRID 446452Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 446452
[CH:1]([C:4]1[S:5][CH:6]=[C:7]([C:9]([N:11]2[CH2:16][C:15]3([CH2:21][CH2:20][N:19]([CH2:22][CH2:23][C:24]4[CH:25]=[C:26]([CH:35]=[CH:36][CH:37]=4)[CH2:27][CH2:28][O:29][CH2:30][CH2:31][C:32](O)=[O:33])[CH2:18][CH2:17]3)[O:14][CH2:13][CH2:12]2)=[O:10])[N:8]=1)([CH3:3])[CH3:2].CCN(C(C)C)C(C)C.[CH3:47][O:48][CH:49]([O:56][CH3:57])[CH2:50][NH:51][CH2:52][CH2:53][CH2:54][CH3:55].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>ClCCl.O>[CH2:52]([N:51]([CH2:50][CH:49]([O:48][CH3:47])[O:56][CH3:57])[C:32](=[O:33])[CH2:31][CH2:30][O:29][CH2:28][CH2:27][C:26]1[CH:35]=[CH:36][CH:37]=[C:24]([CH2:23][CH2:22][N:19]2[CH2:20][CH2:21][C:15]3([O:14][CH2:13][CH2:12][N:11]([C:9]([C:7]4[N:8]=[C:4]([CH:1]([CH3:2])[CH3:3])[S:5][CH:6]=4)=[O:10])[CH2:16]3)[CH2:17][CH2:18]2)[CH:25]=1)[CH2:53][CH2:54][CH3:55]

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 21254099N-(2,2-dimethoxyethyl)butan-1-amineHCID 581684843-(3-(2-(4-(2-Isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoic acid

Produkt 1

HCID 58168512N-Butyl-N-(2,2-dimethoxyethyl)-3-(3-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3-(3-(2-(4-(2-Isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoic acid [Example 34, step c] (0.50 g), Hunig's base (0.58 mL), and N-(2,2-dimethoxyethyl)butan-1-amine [J. Am. Chem. Soc. 1949, 71(6), 2272] (0.12 g) were dissolved in dichloromethane (10 mL). HATU (0.33 g) was then added and the mixture was stirred at room temperature for 24 hours. The mixture was poured into water and extracted with dichloromethane. The organic extracts were combined and evaporated under reduced pressure to give the subtitled compound. Yield 0.45 g.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b2c6913556bf402aabfcc2ce98f026ae
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476265B2

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