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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1265822Generated: October 31, 2026

Thionyl Chloride → 4-[3-(4-Cyclopropylaminomethyl-pyrazol-1-yl)-phenyl]-7-dimethylamino-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

https://huagongshe.com/reaction/1265822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantCyclopropylamineHCID 69828—
Reactant7-Dimethylamino-4-[3-(4-hydroxymethyl-pyrazol-1-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 18613227—
Product4-[3-(4-Cyclopropylaminomethyl-pyrazol-1-yl)-phenyl]-7-dimethylamino-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 18613463—

Reaction Steps

The title compound was prepared from 7-dimethylamino-4-[3-(4-hydroxymethyl-pyrazol-1-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one (Example 68) (133 mg, 0.3 mmol) by treatment with SOCl2 (3 eq.) and cyclopropyl amine (10 eq.) as described in Example 45. Obtained as a yellow solid (45 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06544985B2
Source datasetuspto-grants-2003_04
ORD IDord-a4147a47b06d4b0e958d7fee01502bb1
Source noteuspto-grants-2003_04