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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046940Generated: November 1, 2026

(4-(4-BOC-piperazine-1-carbonyl)phenyl)boronic acid pinacol ester → (4-{3-[(S)-1-(2,6-Dichloro-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}phenyl)piperazin-1-ylmethanone

https://huagongshe.com/reaction/2046940

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-(4-BOC-piperazine-1-carbonyl)phenyl)boronic acid pinacol esterHCID 17749917—
Reactant((S)-1-{5-Bromo-3-[(S)-1-(2,6-dichloro-3-fluorophenyl)ethyl]pyrrolo[2,3-b]pyridine-1-carbonyl}-3-methylbutyl)-carbamic acid 9H-fluoren-9-ylmethyl esterHCID 58431443—
Product(4-{3-[(S)-1-(2,6-Dichloro-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}phenyl)piperazin-1-ylmethanoneHCID 67363617—

Reaction Steps

Example 69 was synthesized according to Suzuki coupling method described above for synthesis of example 66, using ((S)-1-{5-Bromo-3-[(S)-1-(2,6-dichloro-3-fluorophenyl)ethyl]pyrrolo[2,3-b]pyridine-1-carbonyl}-3-methylbutyl)carbamic acid 9H-fluoren-9-ylmethyl ester and 4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)benzoyl]piperazine-1-carboxylic acid tert-butyl ester. The crude material was purified by HPLC. MS (ES+): m/z=497.24, 499.25 (100, 69) [MH+]. HPLC: tR=0.72 min (HPLC-ACQUITY, Purity).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592448B2
Source datasetuspto-grants-2013_11
ORD IDord-ec8ce877a2024d98bada151e98af5fe6
Source noteuspto-grants-2013_11