HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylcarbodiimide → 2-[[3-chloro-4-[(3,4-dimethoxyphenyl)methoxy]benzoyl]amino]-N-[2-(2-methoxyphenyl)ethyl]-5-phenoxy-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | 2-Methoxyphenethylamine | HCID 74896 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-(4-(3,4-Dimethoxybenzyloxy)-3-chlorobenzamido)-5-phenoxybenzoic acid | HCID 57796891 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[[3-chloro-4-[(3,4-dimethoxyphenyl)methoxy]benzoyl]amino]-N-[2-(2-methoxyphenyl)ethyl]-5-phenoxy-benzamide | HCID 57796885 | 73% |
Reaction Steps
A solution of 1D (30 mg, 0.056 mmol) in DMF (2 mL) was treated with HOBt (15 mg, 0.11 mmol) and diisopropylcarbodiimide (13 μL, 0.084 mmol) at room temperature. The reaction was stirred for one hour then 2-methoxyphenethylamine was added. The resulting solution was stirred for three hours, concentrated and purified by chromatography (SiO2, 0.5% MeOH in CH2Cl2) to afford 1E (27 mg, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07569725B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-86463613588b44b4bbd26a2655d0952a |
| Source note | uspto-grants-2009_08 |