HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl orthoformate → HCID 9886548, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | 6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-one | HCID 75582 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | N-(2-nitrobenzenesulfonyl)-N-(2-pyridinylmethyl)-1,4-benzenedimethanamine | HCID 22708748 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 9886548 | HCID 9886548 | 58.5% |
Reaction Steps
Using General Procedure G: 6-methoxy-2-tetralone (112 mg, 0.63 mmol), N-(2-nitrobenzenesulfonyl)-N-(2-pyridinylmethyl)-1,4-benzenedimethanamine (186 mg, 0.45 mmol) and NaBH3CN (110 mg, 1.76 mmol) in a mixture of MeOH (5 mL), trimethyl orthoformate (2.8 mL) and acetic acid (5 drops) were reacted for 3.5 hours. Purification of the crude material by chromatography on silica gel (CH2Cl2/MeOH/NH4OH 98:1:1) gave the desired product (102 mg, 40%) as a yellow foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07183273B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-f0f92533e2e543a1b40c3d59cb6796ef |
| Source note | uspto-grants-2007_02 |