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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37355Generated: October 26, 2026

Isobutyl chloroformate → 2-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)-yl)carbonyl]-N-(4-pyridinylmethyl)benzamide, hydrochloride

https://huagongshe.com/reaction/37355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyl chloroformateHCID 62365—
Reactant4-PyridinemethanamineHCID 77317—
Reactant2-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)-yl)carbonyl]benzoic acidHCID 15780657—
SolventDichloromethaneHCID 6344—
Product2-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)-yl)carbonyl]-N-(4-pyridinylmethyl)benzamide, hydrochlorideHCID 131719013—

Reaction Steps

To a stirred solution of the title product of Example 11 (0.55 g) in CH2Cl2 (10 mL) at 0° C. was added 1-methyl morpholine (0.168 mL) and isobutylchloroformate (0.199 mL) successively. After 30 minutes, 4-(aminomethyl)pyridine (0.156 mL) was added. The mixture was allowed to warm to ambient temperature for hours. The mixture was extracted with ethyl acetate and water. The organic extract was dried over MgSO4 and concentrated. The residue was purified by chromatography over silica gel using ethyl acetate as eluant to give the free base of the title compound as a white solid. The hydrochloride salt of the free base was made in the manner described in Example 3 to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05420270
Source datasetuspto-grants-1995_05
ORD IDord-5cbc34ffa9f54a88b61082ab7fa8a56e
Source noteuspto-grants-1995_05