HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Pyridinemethanamine → (S)-6,6-Dimethyl-4-{[(pyridin-4-ylmethyl)-carbamoyl]-methyl}-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Pyridinemethanamine | HCID 77317 | — |
| 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-4-ylmethyl)-carbamoyl]-methyl}-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide | HCID 11720347 | 53% |
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 4-(aminomethyl)pyridine. The product was isolated as hydrochloride salt in 53% yield. 1HNMR (300 MHz, D2O): δ 1.34 (s, 3H), 1.49 (s, 3H), 2.64 (d, 1H), 3.03 (d, 1H), 3.48 (d, 1H), 3.72 (t, 1H), 3.74 (d, 1H), 4.15-4.25 (m, 2H), 7.66 (d, 1H), 7.88 (s, 1H), 7.91 (s, 1H), 8.21(d, 1H), 8.44 (d,1H), 8.53 (d, 1H), 8.56 (s, 1H), 8.58 (s, 1H), 9.08 (s, 1H). Retention Time (LC, method: ammonium acetate standard): 1.47 min. MS (M+H+): 507.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951801B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-3da3ac3af66a4eac8495ea0fc60998f5 |
| Source note | uspto-grants-2011_05 |