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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592017Generated: October 29, 2026

m-Formylbenzonitrile → HCID 178509712, compound

https://huagongshe.com/reaction/592017

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-FormylbenzonitrileHCID 90670—
ReactantAmmonium AcetateHCID 517165—
Reactant(1S,2S,3R,4R)-3-(2,3-Diamino-5-chloro-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amideHCID 117701912—
ProductHCID 178509712HCID 17850971270.3%

Reaction Steps

In a similar fashion to Compound CXXV, (1S,2S,3R,4R)-3-(2,3-Diamino-5-chloro-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide (75.00 mg, 0.2553 mmol), 3-cyanobenzaldehyde (36.8 mg, 0.281 mmol), and Ammonium acetate (39.4 mg, 0.511 mmol) were reacted to produce 72.70 mg (63%) of the title compound. (300 MHz, DMSO-d6) 13.44 (s, 1H), 8.49 (s, 1H), 8.43 (d, J=8 Hz, 1H), 7.99 (s, 1H), 7.95 (d, J=8 Hz, 1H), 7.77 (m, 2H), 7.35 (d, J=9 Hz, 1H) 7.25 (s, 1H), 6.41 (m, 2H), 5.14 (t, J=17 Hz, 8.5 Hz, 1H), 2.91 (s, 1H), 2.81 (s, 1H), 2.63 (d, J=8 Hz, 1H), 2.23 (d, J=8 Hz, 1H), 1.39 (d, J=8 Hz, 1H). MS=405 (M+H), HPLC: 2.39 min. (G Method)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238656B2
Source datasetuspto-grants-2016_01
ORD IDord-17afb99ca9d947b79cc014091e688b30
Source noteuspto-grants-2016_01