HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric acid magnesium salt (1:1) → [(6-Chloro(3-pyridyl)methyl][(4-methoxyphenyl)methyl]amino}ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | 4-Methoxybenzaldehyde | HCID 31244 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-[(6-Chloro-pyridin-3-ylmethyl)-amino]-ethanol | HCID 15390297 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | [(6-Chloro(3-pyridyl)methyl][(4-methoxyphenyl)methyl]amino}ethan-1-ol | HCID 86624864 | 116.6% |
Reaction Steps
This compound was prepared in a manner analogous to that of Step A of Example 1, using 4.9 grams (0.026 mole) of 2-{[(6-chloro-3-pyridyl)methyl]amino}ethan-1-ol, 3.6 grams (0.026 mole) of 4-methoxybenzaldehyde, 8.3 grams (0.039 mole) of sodium triacetoxyborohydride and 5.8 grams (0.052 mole) of magnesium sulfate in 200 mL of 1,2-dichloroethane. The crude product was purified with column chromatography on silica gel. Elution was accomplished using 100% methylene chloride and 100% diethyl ether as eluants. The appropriate fractions were combined and concentrated under reduced pressure, yielding 9.3 grams of the subject compound. The NMR spectrum was consistent with the proposed structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943642B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-be6bb73c9c2743158025da84eb4c80ec |
| Source note | uspto-grants-2011_05 |