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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1435931Generated: November 2, 2026

Dimethylformamide → HCID 68971616, compound

https://huagongshe.com/reaction/1435931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 131727755HCID 131727755—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 68971616HCID 6897161683%

Reaction Conditions

Temperature-30 °C

Reaction Steps

To a solution of (±)-cis tert-butyl 6-methoxy-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]quinoline-2(9bH)-carboxylate from Example 10, Part B (0.39 g, 1.28 mmol) in 8 mL of THF and 4 mL of DMF at −30° C. was added N-bromosuccinimide (0.15 g, 1.34 mmol). The reaction was stirred at −30° C. for 1 h and then was diluted with water and ethyl acetate. The organics were washed with water and brine, dried (Na2SO4) and concentrated in vacuo to afford 0.41 g (83%) of the title compound which was used without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07618980B2
Source datasetuspto-grants-2009_11
ORD IDord-30bf1d1f7e73477ba32a7129e75b21d2
Source noteuspto-grants-2009_11