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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 969492Generated: October 31, 2026

Water → HCID 69136071, compound

https://huagongshe.com/reaction/969492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAzetidineHCID 10422—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 69134413HCID 69134413—
SolventDichloromethaneHCID 6344—
ProductHCID 69136071HCID 6913607161.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a suspension of 0.31 g (0.96 mmol) 2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid in dichloromethane (10 ml) were added 0.34 g (1.4 mmol) O-(1H-benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU) and the suspension was heated at 40° C. for 4 h. 102 mg (1.0 mmol) Azetidine were added and the mixture was stirred for 3 h. The reaction mixture was poured into water and the extracted with dichloromethane. The organic layers were dried over magnesium sulphate and concentrated in vacuo. The residue was purified by column chromatography on silica gel (toluene/dioxane=1:5) and crystallized with diisopropyl ether to afford 212 mg (61%) of the title compound as a white solid. m.p. 246°-248° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07307084B2
Source datasetuspto-grants-2007_12
ORD IDord-ff74a5d40ead43ed9da7acc453153a8e
Source noteuspto-grants-2007_12