HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dimethylmorpholine → (3S)-N-(6-Chloro-9H-pyrido[3,4-b]indol-8-yl)-4-[2-[(2R,6S)-2,6-dimethyl-4-morpholinyl]-2-oxoethyl]-6,6-dimethyl-3-morpholinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dimethylmorpholine | HCID 110862 | — |
| Reactant | [5-(6-Chloro-9H-beta-carbolin-8-ylcarbamoyl)-2,2-dimethyl-morpholin-4-yl]-acetic acid | HCID 59337527 | — |
| Product | (3S)-N-(6-Chloro-9H-pyrido[3,4-b]indol-8-yl)-4-[2-[(2R,6S)-2,6-dimethyl-4-morpholinyl]-2-oxoethyl]-6,6-dimethyl-3-morpholinecarboxamide | HCID 67165125 | — |
Reaction Steps
The desired compound was prepared using [5-(6-Chloro-9H-beta-carbolin-8-ylcarbamoyl)-2,2-dimethyl-morpholin-4-yl]-acetic acid and 2,6-dimethyl morpholine following Method F. Chromatographic purification gave the desired product in 70-80% yield. 1H-NMR (300 MHz, CDCl3): δ 9.31 (s, 1H), 8.75 (d, 1H), 8.55 (d, 1H), 8.37 (d, 1H), 8.14 (m, 1H), 4.73 (m, 2H), 4.96 (m, 1H), 4.37 (m, 2H), 3.69 (m, 2H), 3.57 (m, 4H), 2.82 (t, 1H), 2.47 (t, 1H), 1.50 (d, 3H), 1.42 (d, 3H), 1.18 (m, 6H). Retention Time (LC, method: formic acid standard): 1.14 min (Diode Array).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951801B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-3727c8efaf2842c4ab16fbe3ca961f09 |
| Source note | uspto-grants-2011_05 |