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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591989Generated: October 31, 2026

5-Methylfurfural → HCID 178423933, compound

https://huagongshe.com/reaction/591989

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-MethylfurfuralHCID 12097—
Reactant(1S,2S,3R,4R)-3-(2,3-Diamino-5-bromo-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amideHCID 117701905—
ProductHCID 178423933HCID 17842393330%

Reaction Steps

In a similar fashion to Compound LXXXVII, (1S,2S,3R,4R)-3-(2,3-Diamino-5-bromo-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide (50 mg, 0.148 mmol) and 5-Methyl-2-furancarboxaldehyde (17.9 mg, 0.163 mmol) were reacted to produce 19 mg (30%) of the title compound. mp: 200-201° C., 1H NMR (300 MHz, DMSO-d6): 13.17 (s, 1H), 8.00 (s, 1H), 7.74 (s, 1H), 7.20 (s, 1H), 7.06 (s, 1H), 6.36 (s, 1H), 6.33 (s, 1H), 5.16 (t, J=8 Hz, 1H), 3.32 (s, 1H), 2.87 (s, 1H), 2.73 (s, 1H), 2.60 (d, J=8 Hz, 1H), 2.40 (s, 3H), 2.23 (d, J=8 Hz, 1H), 1.37 (d, J=8 Hz, 1H). MS: 428, 430 (M+H), HPLC: 2.39 (G method).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238656B2
Source datasetuspto-grants-2016_01
ORD IDord-73f7a04bcfa741698fd4f07f401b4697
Source noteuspto-grants-2016_01