HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperazine → 3-[2-(Benzofuran-2-ylmethoxycarbonylamino)-2-(1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid 4-piperazin-1-ylmethyl-benzoyloxymethyl ester dihydrochloride salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperazine | HCID 4837 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | 3-[2-(Benzofuran-2-ylmethoxycarbonylamino)-2-(1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid 4-formylbenzoyloxymethyl ester | HCID 20669917 | — |
| Product | 3-[2-(Benzofuran-2-ylmethoxycarbonylamino)-2-(1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid 4-piperazin-1-ylmethyl-benzoyloxymethyl ester dihydrochloride salt | HCID 70205129 | 43% |
Reaction Steps
NaHB(OAc)3 (42 mg, 0.2 mmol, 1.4 eq.) was added to a solution of compound 19 (0.1 g, 0.14 mmol) and piperazine (0.074 g, 0.85 mmol, 6 eq.) in dry chloroform (5 mL) under N2 in an ice bath and stirred 10 minutes. The reaction mixture stirred at room temperature for 19 hours. The reaction was worked up and purified similar as above to give compound 20e as a white foam (47.3 mg, 43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06258800B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-7a62775200b44385b9b9cd002aded4d5 |
| Source note | uspto-grants-2001_07 |