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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572415Generated: October 30, 2026

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

https://huagongshe.com/reaction/572415

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 numberUS09029399B2
Source datasetuspto-grants-2015_05
ORD IDord-67bb2f9f1b934a73a297bc1324829b66
Source noteuspto-grants-2015_05