HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Morpholinobenzaldehyde → (1S,2S,3R,4R)-3-[6-Bromo-2-(3-morpholin-4-yl-phenyl)-3H-imidazo[4,5-b]pyridin-7-ylamino]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Morpholinobenzaldehyde | HCID 7164584 | — |
| Edukt | (1S,2S,3R,4R)-3-(2,3-Diamino-5-bromo-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide | HCID 117701905 | — |
| Produkt | (1S,2S,3R,4R)-3-[6-Bromo-2-(3-morpholin-4-yl-phenyl)-3H-imidazo[4,5-b]pyridin-7-ylamino]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide | HCID 178513972 | 90% |
Reaktionsschritte
In a similar fashion to Compound LXXVI, (1S,2S,3R,4R)-3-(2,3-Diamino-5-bromo-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide (40.0 mg, 0.118 mmol) and 3-morpholin-4-yl-benzaldehyde (24.9 mg, 0.130 mmol) were reacted to produce 54 mg (90%) of the title compound. mp: 232-234° C., 1H NMR (300 MHz, DMSO-d6): 12.90 (s, 1H), 8.24 (s, 1H), 8.19 (s, 1H), 7.97 (s, 1H), 7.92 (s, 1H), 7.66 (s, 1H), 6.95 (d, J=8 Hz, 1H), 6.41 (br s, 1H), 6.31 (br s, 1H), 5.17 (t, J=8 Hz, 1H), 3.93 (s, 3H), 3.45 (m, 1H), 3.18 (s, 1H), 2.87 (s, 1H), 2.74 (s, 1H), 2.59 (d, J=8 Hz, 1H), 2.25 (d, J=8 Hz, 1H), 1.89 (s, 1H), 1.38 (d, J=8 Hz, 1H). MS: 509, 511 (M+H), HPLC: 2.43 min (G method).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09238656B2 |
| Quelldatensatz | uspto-grants-2016_01 |
| ORD ID | ord-a80e2b1d6b6d4d79b244bff8b0be1e42 |
| Quellennotiz | uspto-grants-2016_01 |