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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046995Generated: October 31, 2026

Phenylboronic Acid → 3-phenyl-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepine

https://huagongshe.com/reaction/1046995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylboronic AcidHCID 66827—
Reactanttert-butyl {1-[4-(9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamateHCID 69087639—
Product3-phenyl-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepineHCID 67503423—

Reaction Steps

The title compound was synthesized according to the procedure described in the synthesis of tert-butyl {1-[4-(9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamate (above) using phenylboronic acid instead of tert-butyl {1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclobutyl}carbamate. 1HNMR (DMSO-d6) 400 MHz δ: 8.58 (br s, 1H), 8.14 (dd, J=4.6, 1.7 Hz, 1H), 7.92-7.86 (m, 1H), 7.45 (s, 1H), 7.40-7.26 (m, 5H), 7.18-7.13 (m, 2H), 7.10-7.05 (m, 1H), 7.00-6.95 (m, 1H), 6.85 (dd, J=8.0, 4.6 Hz, 1H); LC/MS: 311 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569331B2
Source datasetuspto-grants-2013_10
ORD IDord-0fcb262844034d1faac5dd8a2980b2e1
Source noteuspto-grants-2013_10