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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7599Erstellt: 23. Oktober 2026

2-Chlorobenzothiazole → (R)-N-(benzoyl)-3-methyl-N'-[(benzothiazol-2-yl)-2-cyanoacetyl]-piperazine

https://huagongshe.com/de/reaction/7599

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-ChlorobenzothiazoleHCID 11987—
EduktSodium bis(trimethylsilyl)amideHCID 2724254—
Edukt(R)-N-benzoyl-3-methyl-N'-(2-cyano-acetyl)piperazineHCID 58630501—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(R)-N-(benzoyl)-3-methyl-N'-[(benzothiazol-2-yl)-2-cyanoacetyl]-piperazineHCID 586801636,5%

Reaktionsschritte

NaHMDS (1.48 ml, 1M in THF) was added into a solution of (R)-N-benzoyl-3-methyl-N′-(2-cyano-acetyl)piperazine (190 mg) and 2-chlorobenzothiazole (100 mg) in THF (10 ml). After the reaction was stirred for 10 hours, 4 ml of solution was separated and quenched with MeOH. After solvents were removed under vaccum, the residue was purified using Shimadzu automated preparative HPLC System to give (R)-N-(benzoyl)-3-methyl-N′-[(benzothiazol-2-yl)-2-cyanoacetyl]-piperazine (15.4 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087610B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-a40547b8595849ebabaf584db239ee95
Quellennotizuspto-grants-2006_08