HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → Methyl [4-({[3-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl][2-(dimethylamino)ethyl]amino}methyl)phenyl]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Methyl 2-(4-formylphenyl)acetate | HCID 19363032 | — |
| Reactant | N'-[3-(4-Amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]-N,N-dimethylethane-1,2-diamine | HCID 68432302 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Methyl [4-({[3-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl][2-(dimethylamino)ethyl]amino}methyl)phenyl]acetate | HCID 25106606 | — |
Reaction Steps
A mixture of the product from step (vi) (0.25 g), methyl (4-formylphenyl)acetate (0.15 g) and sodium triacetoxyborohydride (0.2 g) in NMP (10 mL) was stirred at rt for 18 h then heated at 45° C. for 3 h. A further portion of methyl(4-formylphenyl)acetate (0.1 g) and sodium triacetoxyborohydride (0.2 g) were added then stirred at 45° C. for 6 h. The mixture was purified by RPHPLC, yield 0.035 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436178B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-759a726ff7d542ea8d7e7beb65ca4ac0 |
| Source note | uspto-grants-2013_05 |