Acetyl chloride → HCID 57900320, Verbindung
Reaktionsgleichung
[NH2:1][CH2:2][CH2:3][N:4]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[Cl:27])[C:5]([C:7]1[S:20][C:10]2[C:11]3[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=3[O:13][CH2:14][CH2:15][C:9]=2[CH:8]=1)=[O:6].CCN(C(C)C)C(C)C.[C:37](Cl)(=[O:39])[CH3:38]>C(Cl)Cl>[C:37]([NH:1][CH2:2][CH2:3][N:4]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[Cl:27])[C:5]([C:7]1[S:20][C:10]2[C:11]3[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=3[O:13][CH2:14][CH2:15][C:9]=2[CH:8]=1)=[O:6])(=[O:39])[CH3:38]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of N-(2-aminoethyl)-N-(2-chlorophenyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide 131 (0.300 g, 0.6 mmol) in methylene chloride (1.5 ml) was added DIEA (0.262 ml, 1.5 mmol). The reaction mixture was cooled with an ice water bath and acetyl chloride (0.0944 g, 1.2 mmol) was added drop-wise via syringe. The reaction mixture was stirred at cool temperature for 30 minutes and equilibrated to room temperature. The reaction mixture was washed with water, then saline and concentrated to a solid. The crude solid was taken into DMF and purified by RP-HPLC to give 46 mg of 258 (yield 18% of theoretical). MS: (ESI+) 441.1
Aufarbeitung
- temperatureThe reaction mixture was cooled with an ice water bath
- temperatureat cool temperature for 30 minutes
- customequilibrated to room temperature
- washThe reaction mixture was washed with water
- concentrationsaline and concentrated to a solid
- custompurified by RP-HPLC
Quellen und Nachweise
- ORD-Eintrag
- ord-87ecfbcc81af4a41856a79472ee39e36
- Quelldatensatz
- uspto-grants-2011_04
- Patentnummer
- US07928248B2
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