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

HRID 1255302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1255302
C(P1(=O)OP(CCC)(=O)OP(CCC)(=O)[O:5]1)CC.[CH:19]([C:22]1[S:23][CH:24]=[C:25]([C:27]([N:29]2[CH2:34][C:33]3([CH2:39][CH2:38][N:37]([CH2:40][CH2:41][C:42]4[CH:55]=[CH:54][C:45]([CH2:46][CH2:47][O:48][CH2:49]CC(O)=O)=[CH:44][CH:43]=4)[CH2:36][CH2:35]3)[O:32][CH2:31][CH2:30]2)=[O:28])[N:26]=1)([CH3:21])[CH3:20].[CH2:56]([NH:58][CH2:59][CH:60]([O:63][CH3:64])[O:61][CH3:62])[CH3:57].C(N([CH2:70][CH3:71])CC)C>CN(C=O)C>[CH3:62][O:61][CH:60]([O:63][CH3:64])[CH2:59][N:58]([CH2:70][CH3:71])[C:56](=[O:5])[CH2:57][CH2:49][O:48][CH2:47][CH2:46][C:45]1[CH:54]=[CH:55][C:42]([CH2:41][CH2:40][N:37]2[CH2:38][CH2:39][C:33]3([O:32][CH2:31][CH2:30][N:29]([C:27]([C:25]4[N:26]=[C:22]([CH:19]([CH3:21])[CH3:20])[S:23][CH:24]=4)=[O:28])[CH2:34]3)[CH2:35][CH2:36]2)=[CH:43][CH:44]=1

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 111923Propylphosphonic anhydrideHCID 3020444N-ethyl-2,2-dimethoxyethanamineHCID 462387963-(4-(2-(4-(2-Isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoic acid

Produkt 1

HCID 58168626N-(2,2-Dimethoxyethyl)-N-ethyl-3-(4-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

T3P (1.6M in THF, 0.33 mL) was added dropwise to a stirred solution of 3-(4-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoic acid [Example 1, step e] (0.3 g) and N-ethyl-2,2-dimethoxyethanamine [U.S. Pat. No. 2,707,186] (0.062 g) and triethylamine (0.46 mL) in DMF (7 mL). The reaction mixture was stirred at 20° C. for 3 hours. The mixture was partitioned between ethyl acetate and brine, the organic layer was washed with brine (×2), dried, filtered and the solvent evaporated under reduced pressure to yield the subtitled compound.

Aufarbeitung

  1. customThe mixture was partitioned between ethyl acetate and brine
  2. washthe organic layer was washed with brine (×2)
  3. customdried
  4. filtrationfiltered
  5. customthe solvent evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-84ea1f1490054ccd95a30450adeebc68
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08455483B2

Notizen zur Reaktion

Wird geladen…