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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356164Generated: October 29, 2026

Hexane → (3aR*,10aS*)-9-Benzyl-4-((4-fluorophthalimido)acetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]-diazepin-10(1H)-one

https://huagongshe.com/reaction/356164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactant1,3-Isobenzofurandione, 5-fluoro-HCID 67572—
Reactant(3aR*,10aS*)-4-(Aminoacetyl)-9-benzyl-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]diazepin-10(1H)-oneHCID 70110459—
SolventO-XyleneHCID 7237—
Product(3aR*,10aS*)-9-Benzyl-4-((4-fluorophthalimido)acetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]-diazepin-10(1H)-oneHCID 7011145662.6%

Reaction Conditions

Temperature140 °C

Reaction Steps

A suspension of (3aR*,10aS*)-4-(aminoacetyl)-9-benzyl-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta-[e][1,4]diazepin-10(1H)-one (490 mg, 1.4 mmol) and 4-fluorophthalic acid anhydride (233 mg, 1.4 mmol) in xylene (3 mL) was stirred for 30 minutes at 140° C. The reaction mixture was left standing for cooling at room temperature, to which was added hexane (5 mL). The resulting solid was collected by filtration, followed by recrystallization from dichloromethane-hexane to give 436 mg (yield 62%) of the titled compound, m.p. 235°-236° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834463
Source datasetuspto-grants-1998_11
ORD IDord-05217a36771a4786a6c4d4e5b17d98e2
Source noteuspto-grants-1998_11