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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84443Generated: October 26, 2026

5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo(2,3-b)pyridine → 5-(4,5-Dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)-1h-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/84443

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo(2,3-b)pyridineHCID 24208789—
Reactant2-Bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepineHCID 57900200—
Product5-(4,5-Dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)-1h-pyrrolo[2,3-b]pyridineHCID 44242361—

Reaction Steps

2-Bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine from Example 73 was reacted with 7-azaindole-5-boronic acid pinacol ester using standard Suzuki coupling procedure. Purification on prep HPLC gave 136. 1H NMR (400 MHz, CDCl3): 3.30 (2H, t), 4.40 (2H, t), 6.56-6.58 (1H, m), 7.05-7.07 (2H, m), 7.15-7.18 (2H, m), 7.36 (1H, t), 7.75 (1H, d), 8.16 (1H, d), 8.63 (1H, d). MS: (ESI+) 318

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846762B2
Source datasetuspto-grants-2014_09
ORD IDord-14047049f4ef42088af5603dda61491a
Source noteuspto-grants-2014_09