HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 12985914, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Oxindole | HCID 321710 | — |
| Reactant | HCID 23589558 | HCID 23589558 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12985914 | HCID 12985914 | 16% |
Reaction Steps
To a suspension of NaH (60%, 44 mg, 1.1 mmol) in THF (1 mL) was added oxindole (133 mg, 1 mmol). The reaction mixture was stirred for 20 min. at rt. Compound G of example 96 (0.1 mmol) was added. The reaction was stirred for 2 hrs at 25° C. The crude material was purified by preparative HPLC followed by chromatography on silica gel eluting with ethyl acetate to provide 5.5 mg (16%) of a yellow solid. MS: [M+H]+=353; 1H NMR (CDCl3): δ 8.42 (s, 0.4H), 8.10 (s, 0.6H), 7.79 (s, 1H), 7.75-6.88 (m, 4H), 4.33 (m, 2H), 3.57 (s, 3H), 1.37 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244733B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-adf7d7476c3c443598409042cf02926d |
| Source note | uspto-grants-2007_07 |