HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 7-Bromo-2-(3-fluoro-2-methyl-benzyl)-3-phenyl-indolizine-1-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 2-(3-Fluoro-2-methyl-benzyl)-3-phenyl-indolizine-1-carboxylic acid methyl ester | HCID 67772123 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 7-Bromo-2-(3-fluoro-2-methyl-benzyl)-3-phenyl-indolizine-1-carboxylic acid methyl ester | HCID 70664155 | 69.2% |
Reaction Steps
The compound of example 11, step 3, (550 mg, 1.47 mmol) was dissolved in a mixture of benzene (15 ml) and chloroform (15 ml) and treated at room temperature with bromine (235 mg, 1.47 mmol) under stirring. After 2 h, DBU (224 mg, 1.47 mmol) was added and the mixture stirred for 18 h at room temperature. The solvent was removed in vacuo and the remaining residue was purified by silica gel chromatography (HEP/EA). 460 mg of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415336B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-51b40a9912384f4d84ec98cf9c3a41ff |
| Source note | uspto-grants-2013_04 |