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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591945Generated: October 31, 2026

(1S,2S,3R,4R)-3-(2,3-Diamino-5-chloro-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide → HCID 178491968, compound

https://huagongshe.com/reaction/591945

Reaction equation

Participants

RoleNameHCIDCharge
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—
ReactantHCID 178513995HCID 178513995—
ProductHCID 178491968HCID 17849196818%

Reaction Steps

In the same fashion as for Compound III, (1S,2S,3R,4R)-3-(2,3-Diamino-5-chloro-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide and 2-methoxy-4-(4-methyl-piperazin-1-ylmethyl)-benzaldehyde bis trifluoroacetate were reacted to produce the title compound (18%). 1H NMR (d-chloroform): 10.74 (s, 1H), 8.34 (d, J=7 Hz, 1H), 8.03 (s, 1H), 7.12 (m, 2H), 6.37 (m, 3H), 5.55 (d, J=8 Hz, 1H), 5.20 (t, J=7 Hz, 1H), 5.14 (br s, 1H), 4.08 (s, 3H), 3.58 (s, 2H), 3.18 (s, 1H), 2.91 (s, 1H), 2.88 (d, J=7 Hz, 1H), 2.52 (m, 4H), 2.36 (m, 1H), 2.33 (s, 3H), 1.74 (m, 4H), 1.29 (m, 1H). MS: 522.2 (M+H). HPLC retention time: 1.71 minutes (G Method).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238656B2
Source datasetuspto-grants-2016_01
ORD IDord-2dd5690b347940c5b5a2d7a282465461
Source noteuspto-grants-2016_01