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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7600Generated: October 25, 2026

Tetrahydrofuran → (R)-N-(benzoyl)-3-methyl-N'-[2-(5-methoxy-benzothiazol-2-yl)-2-imino-1-cyano-ethyl]-piperazine

https://huagongshe.com/reaction/7600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant5-Methoxy-1,3-benzothiazole-2-carbonitrileHCID 15274072—
Reactant(R)-N-benzyl-3-methyl-N'-cyanomethylpiperazineHCID 86601950—
Product(R)-N-(benzoyl)-3-methyl-N'-[2-(5-methoxy-benzothiazol-2-yl)-2-imino-1-cyano-ethyl]-piperazineHCID 86601949—

Reaction Steps

NaHMDS (0.77 ml, 1M in THF) was added into a solution of (R)-N-benzyl-3-methyl-N′-cyanomethylpiperazine (100 mg) and 2-cyano-5-methoxy-benzothiazole (58 mg) in THF (10 ml). The reaction was stirred for 10 hours. Then 4 ml of the reaction mixture 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′-[2-(5-methoxy-benzothiazol-2-yl)-2-imino-1-cyano-ethyl]-piperazine (1.3 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087610B2
Source datasetuspto-grants-2006_08
ORD IDord-28046646c1654096b7755cc2c17642b7
Source noteuspto-grants-2006_08