HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride, 3,4-dichloro- → HCID 68466753, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride, 3,4-dichloro- | HCID 76403 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 68466596 | HCID 68466596 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68466753 | HCID 68466753 | 89.7% |
Reaction Steps
Methyl 2-(4-(4-aminophenoxy)-3-((tert-butoxycarbonyl)aminomethyl)phenyl)acetate (100 mg, 0.259 mmol) was diluted with methylene chloride (3 mL) followed by the addition of 3,4-dichlorobenzoyl chloride (81.3 mg, 0.388 mmol) and N,N-diisopropylethyl amine (0.0451 mL, 0.259 mmol). The reaction was stirred for 3 hours. The reaction mixture was diluted with methylene chloride and water. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated. The material was purified using a biotage 12i eluting with hexanes:ethyl acetate (3:1) to yield 130 mg of methyl 2-(3-((tert-butoxycarbonyl)aminomethyl)-4-(4-(3,4-dichlorobenzamido)phenoxy)phenyl)acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492437B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-37d623cf74c34454bd423fa788e9a534 |
| Source note | uspto-grants-2013_07 |