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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012944Generated: October 30, 2026

Diisopropylethylamine → 6-{2-[4-(4-methoxy-benzothiazole-2-carbonyl)-piperidin-1-yl]-acetyl}-4H-benzo[1,4]thiazin-3-one

https://huagongshe.com/reaction/1012944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloroacetyl-2H-1,4-benzothiazin-3(4H)-oneHCID 16218075—
Reactant(4-Methoxy-benzothiazol-2-yl)-piperidin-4-yl-methanoneHCID 67315952—
SolventDimethylformamideHCID 6228—
Product6-{2-[4-(4-methoxy-benzothiazole-2-carbonyl)-piperidin-1-yl]-acetyl}-4H-benzo[1,4]thiazin-3-oneHCID 1199904545%

Reaction Steps

A mixture of (4-methoxy-benzothiazol-2-yl)-piperidin-4-yl-methanone (83 mg, 0.3 mmol) and 6-(2-chloro-acetyl)-4H-benzo[1,4]thiazin-3-one (72.5 mg, 0.3 mmol, prepared as described in WO 02/096907) in DMF (1 ml) was treated with DIPEA (50 μl, 0.3 mmol) and the mixture was stirred at RT overnight. The mixture was poured on water and extracted with EtOAc. The organic layers were dried over MgSO4 and concentrated. Crystallisation from ether and MeOH gave 65 mg (45%) of title compound as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981886B2
Source datasetuspto-grants-2011_07
ORD IDord-ab8952856c8947cda8cc1dde28f28e23
Source noteuspto-grants-2011_07