HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 10099592, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 10459605 | HCID 10459605 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10099592 | HCID 10099592 | — |
Reaction Steps
To a stirred solutionof 12 mg (0.023 mmol) of the 4-[(S)-2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-3-(4-methyl-6-piperazin-1-yl-1H-benzimidazole-2-yl)-1H-quinoline-2-one in 0.5 mL of methanol was added ˜5 mg of glycaldehyde to which was added 0.3 mL of 1 N solution of sodiumcyanoborohydride in tetrahydrofuran, and the mixture was stirred for 30 minutes, and then it was subjected to preparative HPLC to afford the product. LRMS [M+H]+573; 1H NMR (400 MHz, CDCl3) δ 8.06 (d, 1H, J=7.96 Hz), 7.97 (s, 1H), 7.64 (dd, 1H, J=7.97, 8.4 Hz), 7.03-7.36 (m, 7H), 4.77 (m, 1H), 3.94 (t, 1H, J=5.1 Hz), 3.42-3.52(m, 8H), 3.36 (t, 1H, J=5.1 Hz), 3.31-3.47 (m, 4H), 2.63 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07232826B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-7e589278aafe43969c7ecfb5c745312d |
| Source note | uspto-grants-2007_06 |