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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591984Generated: November 2, 2026

2-(1-pyrrolidinyl)nicotinaldehyde → HCID 178513978, compound

https://huagongshe.com/reaction/591984

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(1-pyrrolidinyl)nicotinaldehydeHCID 2794763—
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 178513978HCID 17851397834%

Reaction Steps

In a similar fashion to Compound LXXXVII, (1S,2S,3R,4R)-3-(2,3-Diamino-5-bromo-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide (50 mg, 0.148 mmol) and 2-Pyrrolidin-1-yl-pyridine-3-carbaldehyde (28.6 mg, 0.163 mmol) were reacted to produce 24 mg (34%) of the title compound. mp: 190° C., 1H NMR (300 MHz, DMSO-d6): 13.02 (s, 1H), 8.21 (m, 1H), 8.02 (s, 1H), 7.71 (d, J=8 Hz, 1H), 6.68 (s, 1H), 7.18 (s, 1H), 7.06 (d, J=8 Hz, 1H), 6.75 (t, 1H), 6.27 (m, 1H), 6.17 (m, 1H), 5.14 (t, J=8 Hz, 1H), 3.32 (s, 3H), 3.29 (s, 2H), 3.08 (m, 2H), 2.85 (s, 1H), 2.71 (s, 1H), 2.55 (d, J=8 Hz, 1H), 2.25 (d, J=8 Hz, 1H), 1.82 (m, 2H), 1.73 (m, 2H), 1.37 (d, J=8 Hz, 1H), 1.09 (t, J=8 Hz, 1H). MS: 494, 496 (M+H), HPLC: 3.19 min (G method).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238656B2
Source datasetuspto-grants-2016_01
ORD IDord-7c0acf279ed34bc4a932e1295a779391
Source noteuspto-grants-2016_01