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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1265796Generated: October 31, 2026

Thionyl Chloride → 7-Dimethylamino-4-[3-(3-pyrrolidin-1-ylmethyl-isoxazol-5-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

https://huagongshe.com/reaction/1265796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantPyrrolidineHCID 31268—
Reactant7-Dimethylamino-4-[3-(3-hydroxymethyl-isoxazol-5-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 18613308—
Product7-Dimethylamino-4-[3-(3-pyrrolidin-1-ylmethyl-isoxazol-5-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 18613214—

Reaction Steps

The title compound was prepared from 7-dimethylamino-4-[3-(3-hydroxymethyl-isoxazol-5-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one (Example 46) (111 mg, 0.25 mmol) by treatment with SOCl2 (3 eq.) and pyrrolidine (10 eq.) as described in Example 45. Obtained as a yellow solid (28 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06544985B2
Source datasetuspto-grants-2003_04
ORD IDord-a426faf7062c499fbdf4a2f28ee17065
Source noteuspto-grants-2003_04