Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591990Generated: October 29, 2026

3-Thiophenecarboxaldehyde → HCID 178513982, compound

https://huagongshe.com/reaction/591990

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ThiophenecarboxaldehydeHCID 68135—
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 178513982HCID 17851398227%

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 3-Thiophenecarboxaldehyde (18.2 mg, 0.163 mmol) were reacted to produce 17 mg (27%) of the title compound. mp: 238-241° C., 1H NMR (300 MHz, DMSO-d6): 13.21 (s, 1H), 8.19 (s, 1H), 8.01 (s, 1H), 7.75 (s, 1H), 7.72 (s, 2H), 7.22 (s, 1H), 7.13 (d, J=8 Hz, 1H), 6.40 (br s, 1H), 6.35 (br s, 1H), 5.19 (t, J=8 Hz, 1H), 3.31 (s, 2H), 3.29 (s, 1H), 2.88 (s, 1H), 2.76 (s, 1H), 2.61 (d, J=8 Hz, 1H), 2.24 (d, J=8 Hz, 1H), 1.38 (d, J=8 Hz, 1H). MS: 430, 432 (M+H), HPLC: 2.44 min (G method).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238656B2
Source datasetuspto-grants-2016_01
ORD IDord-f85873f3a1c94f09bac2f3c1acc6443e
Source noteuspto-grants-2016_01