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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523573Generated: October 29, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 5-Bromo-6-fluorobenzo[b]thiophene

https://huagongshe.com/reaction/523573

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant5-Bromo-6-fluorobenzo[b]thiophene-2-carboxylic acidHCID 70983054—
SolventDimethylacetamideHCID 31374—
Product5-Bromo-6-fluorobenzo[b]thiopheneHCID 7098245755%

Reaction Steps

Using analogous reaction condition and reagents as described in Example 25 for the preparation of I-25c above, 5-bromo-6-fluorobenzo[b]thiophene-2-carboxylic acid (I-28c: 240 mg 0.875 mmol) in DMA (4 mL) and DBU (0.523 mL, 3.503 mmol) were heated in microwave to afford the crude product. Purification by column chromatography on silica gel (100% hexane) afforded 110 mg of the product (55% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09339501B2
Source datasetuspto-grants-2016_05
ORD IDord-bf601e5492dc4559a66530bedd6a43c9
Source noteuspto-grants-2016_05