HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Methyl 2-(4-((N-(3-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl)-2-(dimethylamino)acetamido)methyl)phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(Dimethylamino)acetyl chloride hydrochloride | HCID 13994991 | — |
| Reactant | Methyl 2-(4-((3-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propylamino)methyl)phenyl)acetate | HCID 25106601 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-(4-((N-(3-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl)-2-(dimethylamino)acetamido)methyl)phenyl)acetate | HCID 25052655 | — |
Reaction Steps
The product from example 1 (15 mg) was dissolved in a mixture of DMF:DCM, 1:1 (5 mL) and N,N-dimethylglycyl chloride hydrochloride salt (8 mg) and Et3N (0.01 mL) were added. The reaction mixture was stirred for 72 h. More N,N-dimethylglycyl chloride hydrochloride salt (0.050 g) and Et3N (0.06 mL) were added, the mixture was stirred for a further 16 h. The product was purified via RPHPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436178B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-2132bd72484b40c89134ddbbd15f458a |
| Source note | uspto-grants-2013_05 |