HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 53630426, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 7-Chloro-3-[4-(methanesulfonyl)phenyl][1,2]oxazolo[4,5-d]pyrimidine | HCID 21897572 | — |
| Reactant | tert-Butyl 4-[(ethylamino)methyl]piperidine-1-carboxylate | HCID 53249196 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53630426 | HCID 53630426 | 324.6% |
Reaction Steps
4-Ethylaminomethyl-piperidine-1-carboxylic acid tert-butyl ester (0.12 g, 0.49 mmol) was dissolved in anhydrous THF (5 mL) and treated with NaH, 60% oil dispersion (20 mg, 0.49 mmol) at ambient temperature. After stirring for 10 min, 7-chloro-3-(4-methanesulfonyl-phenyl)-isoxazolo[4,5-d]pyrimidine (0.15 g, 0.49 mmol) was added. The reaction was stirred for 3 h and concentrated under vacuum. The residue was subjected to SiO2 with ethyl acetate and hexane (1/1) to afford Compound D2 (0.82 g, 61%). 1H NMR (400Mz, DMSO-d6) δ 8.49 (s, 1H), 8.41 (d, J=7.1, 2H), 8.34 (d, J=7.1, 2H), 4.10˜3.74 (m, 7H), 3.52 (m, 1H), 3.25 (t, 3H), 1.41˜1.22 (m, 4H). LCMS 516.3[M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625906B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-69da6f6f6e3b42ba92bc532933c28f0c |
| Source note | uspto-grants-2009_12 |