HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1-Benzyl-3-morpholin-4-ylmethyl-pyrrolidine-3-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine | HCID 353442 | — |
| Reactant | 2-Morpholin-4-ylmethyl-acrylic acid methyl ester | HCID 58946483 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Benzyl-3-morpholin-4-ylmethyl-pyrrolidine-3-carboxylic acid methyl ester | HCID 57686337 | 45.5% |
Reaction Steps
To a stirred cold solution (0° C.) of 2-morpholin-4-ylmethyl-acrylic acid methyl ester (110 mg, 0.594 mmols) and N-(methoxylmethyl)-N-(trimethylsilylmethyl)-benzylamine (182 μl, 0.71 mmols) in dichloromethane (2 ml) was added slowly trifluoroacetic acid (9 μl, 0.12 mmols). The resulting solution was allowed to stir at rt overnight and directly purified by column chromatography eluting with ethyl acetate to provide title compound as clear oil (86 mg, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546404B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-3488847daa934b75b1c4beb99bf66a89 |
| Source note | uspto-grants-2013_10 |