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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592019Generated: October 30, 2026

m-Formylbenzonitrile → HCID 178509711, compound

https://huagongshe.com/reaction/592019

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-FormylbenzonitrileHCID 90670—
ReactantAmmonium AcetateHCID 517165—
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 178509711HCID 17850971117%

Reaction Steps

In a similar fashion to Compound CXXV, (1S,2S,3R,4R)-3-(2,3-Diamino-5-bromo-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide (75 mg, 0.22 mmol), 3-cyanobenzaldehyde (32.0 mg, 0.244 mmol, and Ammonium acetate (34.2 mg, 0.444 mmol) were reacted to produce 17.15 mg (17%) of the title compound. (300 MHz, DMSO-d6) 13.49 (s, 1H), 8.49 (s, 1H), 8.43 (d, J=8 Hz, 1H), 7.95 (d, J=8 Hz, 1H), 7.82-7.74 (m, 2H), 7.23 (s, 1H), 6.40 (m, 2H), 5.18 (t, J=17 Hz, 9 Hz, 1H), 2.90 (s, 1H), 2.79 (s, 1H), 2.63 (d, J=9 Hz, 1H), 2.24 (d, J=9 Hz, 1H), 1.38 (d, J=9 Hz, 1H). MS=451 (M+2), HPLC: 2.43 min. (G Method)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238656B2
Source datasetuspto-grants-2016_01
ORD IDord-35aa3d2684fd4213a957e74d3200e4bb
Source noteuspto-grants-2016_01