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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592015Generated: October 29, 2026

3-Chlorobenzaldehyde → HCID 178513967, compound

https://huagongshe.com/reaction/592015

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChlorobenzaldehydeHCID 11477—
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 178513967HCID 17851396753.2%

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 (86.35 mg, 0.2553 mmol), 3-Chlorobenzaldehyde (39.5 mg, 0.281 mmol) and Ammonium acetate (39.4 mg, 0.511 mmol) were reacted to produce 62.33 mg (53%) of the title compound. (300 MHz, DMSO-d6) 3.42 (s, 1H), 8.18 s, 1H), 8.09 (d, J=8 Hz, 1H), 8.05 (s, 1H), 7.76 (s, 1H), 7.62-7.53 (m, 2H), 7.27-7.22 (m, 2H), 6.38 (m, 2H), 5.19 (t, J=17 Hz, 9 Hz, 1H), 2.90 (s, 1H), 2.79 (s, 1H), 2.63 (d, J=8 Hz, 1H), 2.25 (d, J=8 Hz, 1H), 1.40 (d, J=8 Hz, 1H). MS=460 (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-f50bc419301d48008fb9fcb133ac505e
Source noteuspto-grants-2016_01