1-Hydroxybenzotriazole → 1'-{[4-(2-Methyl-1,3-oxazol-5-yl)-3,5-dimethoxyphenyl]carbonyl}-6-(tetrazol-5-yl)spiro[chroman-2,4'-piperidin]-4-one

HRID 1096903Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1096903
C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[CH3:23][C:24]1[O:25][C:26]([C:29]2[C:37]([O:38][CH3:39])=[CH:36][C:32]([C:33]([OH:35])=O)=[CH:31][C:30]=2[O:40][CH3:41])=[CH:27][N:28]=1.Cl.[NH:43]1[C:47]([C:48]2[CH:49]=[C:50]3[C:60](=[CH:61][CH:62]=2)[O:59][C:53]2([CH2:58][CH2:57][NH:56][CH2:55][CH2:54]2)[CH2:52][C:51]3=[O:63])=[N:46][N:45]=[N:44]1>O.CN(C=O)C.CCN(CC)CC>[CH3:23][C:24]1[O:25][C:26]([C:29]2[C:30]([O:40][CH3:41])=[CH:31][C:32]([C:33]([N:56]3[CH2:57][CH2:58][C:53]4([CH2:52][C:51](=[O:63])[C:50]5[C:60](=[CH:61][CH:62]=[C:48]([C:47]6[NH:46][N:45]=[N:44][N:43]=6)[CH:49]=5)[O:59]4)[CH2:54][CH2:55]3)=[O:35])=[CH:36][C:37]=2[O:38][CH3:39])=[CH:27][N:28]=1

Komponenten

8

Edukt 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 579310004-(2-Methyl-1,3-oxazol-5-yl)-3,5-dimethoxybenzoic acidHCID 178479612HCID 178479612, Verbindung

Produkt 1

HCID 1784926401'-{[4-(2-Methyl-1,3-oxazol-5-yl)-3,5-dimethoxyphenyl]carbonyl}-6-(tetrazol-5-yl)spiro[chroman-2,4'-piperidin]-4-one

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Et3N (28 μL), HOBT (15 mg) and WSC hydrochloride (19 mg) were added to a DMF (3 mL) solution of 4-(2-methyl-1,3-oxazol-5-yl)-3,5-dimethoxybenzoic acid (22 mg) and 6-(tetrazol-5-yl)spiro[chroman-2,4′-piperidin]-4-one hydrochloride (32 mg), and stirred overnight at room temperature. Water was added to the reaction liquid, the formed solid was taken out through filtration, and the solid was washed with water and ether. The solid was dried under reduced pressure to obtain the title compound. 1H-NMR (400 MHz, DMSO-d6) δ: 8.42 (1H, d, J=4.0 Hz), 8.23 (1H, dd, J=8.0, 4.0 Hz), 7.32 (1H, d, J=8.0 Hz), 7.08 (1H, s), 6.75 (2H, s), 4.32-4.18 (1H, m), 3.79 (6H, s), 3.64-3.20 (3H, m), 2.97 (2H, s), 2.41 (3H, s), 2.10-1.75 (4H, m). MS [M+H]+=531.

Aufarbeitung

  1. filtrationthe formed solid was taken out through filtration
  2. washthe solid was washed with water and ether
  3. customThe solid was dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fc3d1a0216b34257a1ceb544889ee1df
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138197B2

Notizen zur Reaktion

Wird geladen…