HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tri-o-tolylphosphine → 3-(1-Benzyloxycarbonylpyrrolidin-2(R)-ylmethyl)-5-(3-carbamoylphenyl)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 3-Carbamoylphenyltri-n-butylstannane | HCID 22420936 | — |
| Reactant | (R)-Benzyl 2-((5-bromo-1H-indol-3-yl)methyl)pyrrolidine-1-carboxylate | HCID 22859561 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-(1-Benzyloxycarbonylpyrrolidin-2(R)-ylmethyl)-5-(3-carbamoylphenyl)-1H-indole | HCID 22859556 | 30.9% |
Reaction Steps
3-carbamoylphenyltri-n-butylstannane (3.076 g, 7.50 mmol) (see Preparation 9) and 3-(1-benzyloxycarbonylpyrrolidin-2(R)-ylmethyl)-5-bromo-1H-indole (2.81 g, 6.80 mmol) (see Preparation 35B) were reacted together in the presence of tri-o-tolylphosphine, triethylamine and palladium (II) acetate using a procedure similar to that described in Example 1. This yielded the title compound as a pale yellow foam (954 mg). Found: C,68.45; H,5.92; N,8.10; C28H27N3O3. 7/12CH2Cl2 requires: C,68.24; H,5.64; N,8.35%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05502065 |
| Source dataset | uspto-grants-1996_03 |
| ORD ID | ord-89d6d333e7fb43dda26670a02fc5c195 |
| Source note | uspto-grants-1996_03 |