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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592014Generated: October 29, 2026

4-Chlorobenzaldehyde → HCID 178513991, compound

https://huagongshe.com/reaction/592014

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorobenzaldehydeHCID 7726—
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 178513991HCID 17851399138%

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), 4-Chlorobenzaldehyde (39.5 mg, 0.281 mmol), and Ammonium acetate (39.4 mg, 0.511 mmol) were reacted to produce 39.8 mg (38%) of the title compound. (300 MHz, DMSO-d6) 13.39 (s, 1H), 8.14 (d, J=9 Hz, 1H), 7.96 (s, 1H), 7.77 (s, 1H), 7.63 (d, J=9 Hz, 2H), 7.24 (m, 2H), 7.24 (s, 2H), 6.41 (s, 1H), 6.37 (m, 1H), 5.18 (t, J=17 Hz, 9 Hz, 1H), 2.89 (s, 1H), 2.79 (s, 1H), 2.63 (d, J=8 Hz, 1H), 2.23 (d, J=8 Hz, 1H), 1.38 (d, J=8 Hz, 1H). MS=414 (M+H), HPLC: 2.75 min (G Method)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238656B2
Source datasetuspto-grants-2016_01
ORD IDord-dc60f6de0a3840baa8c6fe538b9c92f2
Source noteuspto-grants-2016_01