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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572410Generated: November 1, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → Benzo[b]thiophene, 6-bromo-5-fluoro-

https://huagongshe.com/reaction/572410

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant6-Bromo-5-fluorobenzo[b]thiophene-2-carboxylic acidHCID 70982056—
SolventDimethylacetamideHCID 31374—
ProductBenzo[b]thiophene, 6-bromo-5-fluoro-HCID 7098258987.5%

Reaction Steps

Using analogous reaction condition and reagents as described in Example 25 for the preparation of I-25c above, 6-bromo-5-fluoro-benzo[b]thiophene-2-carboxylic acid (I-27c: 250 mg 0.89 mmol) in DMA (4 mL) and DBU (550 mL, 3.6 mmol) were heated in microwave to afford the crude product. Purification by column chromatography on silica gel (100% hexane) afforded 180 mg of the product (86% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029399B2
Source datasetuspto-grants-2015_05
ORD IDord-18436254e8694b07913027848131cf8c
Source noteuspto-grants-2015_05