Sodium hydride → 10-Chloro-6-methyl-2-[(2-methyl-1,3-thiazol-4-yl)methyl]-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-5-one

HRID 2234404

Reaktionsgleichung

Reaktionsgleichung von HRID 2234404
[H-].[Na+].[Cl:3][C:4]1[N:14]=[C:13]2[C:7]([N:8]([CH3:16])[C:9](=[O:15])[CH2:10][CH2:11][NH:12]2)=[CH:6][N:5]=1.Cl[CH2:18][C:19]1[N:20]=[C:21]([CH3:24])[S:22][CH:23]=1>CC(N(C)C)=O>[Cl:3][C:4]1[N:14]=[C:13]2[C:7]([N:8]([CH3:16])[C:9](=[O:15])[CH2:10][CH2:11][N:12]2[CH2:18][C:19]2[N:20]=[C:21]([CH3:24])[S:22][CH:23]=2)=[CH:6][N:5]=1

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazoleHCID 866175762-Chloro-5-methyl-5,7,8,9-tetrahydro-6H-pyrimido[4,5-b][1,4]diazepin-6-one2×

Produkt 1

HCID 8661757710-Chloro-6-methyl-2-[(2-methyl-1,3-thiazol-4-yl)methyl]-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel2×

Versuchsvorschrift

To a cooled (ice/water bath) suspension of sodium hydride (60% dispersion in mineral oil; 13 mg, 0.38 mmol) in DMA (0.5 mL) was added a solution of 10-chloro-6-methyl-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-5-one (Intermediate 100; 63 mg, 0.30 mmol) in DMA (1 mL). The reaction mixture was allowed to stir, under nitrogen, in ice bath for 10 minutes prior to addition of 4-chloromethyl-2-methylthiazole (ASDI; 75 mg, 0.51 mmol). The reaction mixture was stirred in an ice bath for 20 minutes and then warmed to ambient temperature over 1 hour.

Aufarbeitung

  1. temperatureTo a cooled
  2. stirringThe reaction mixture was stirred in an ice bath for 20 minutes

Quellen und Nachweise

ORD-Eintrag
ord-605d1fee3d894f2da07619cd6fce01f8
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07709471B2

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