HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminopyridine → (S)-6,6-Dimethyl-4-(pyridin-3-ylcarbamoylmethyl)-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | [(S)-5-(6-Chloro-9H-beta-carbolin-8-ylcarbamoyl)-2,2-dimethyl-morpholin-4-yl]-acetic acid | HCID 11384512 | — |
| Product | (S)-6,6-Dimethyl-4-(pyridin-3-ylcarbamoylmethyl)-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide | HCID 11691710 | 55% |
Reaction Steps
The desired compound was prepared according to Method F from [(S)-5-(6-Chloro-9H-beta-carbolin-8-ylcarbamoyl)-2,2-dimethyl-morpholin-4-yl]-acetic acid and 3-aminopyridine. The product was isolated as hydrochloride salt in 55% yield. 1HNMR (300 MHz, D2O): δ 1.34 (s, 3H), 1.54 (s, 3H), 2.60 (d,1H), 3.4 (d, 1H), 3.50 (d, 1H), 3.70 (t, 1H), 3.81 (d, 1H) 4.23 (d, 2H), 7.69 (d, 1H), 7.98 (d, 1H), 8.01 (d, 1H), 8.17(d, 1H), 8.42 (d, 1H), 8.48-8.55 (m, 3H), 9.09 (s,1H), 9.30 (d, 1H). Retention Time (LC, method: ammonium acetate standard): 1.56 min. MS (M+H+): 493.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951801B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-d7904b098ef146cbb19bfe4cf603412e |
| Source note | uspto-grants-2011_05 |