HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromoethyl isocyanate → (+)-2-(2-Bromo-ethyl)-10-(3-hydroxy-phenyl)-6-methoxy-3a-methyl-3a,4,9,10-tetrahydro-2,9,10a-triaza-cyclopenta[b]fluorene-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromoethyl isocyanate | HCID 4255957 | — |
| Reactant | (1RS,3RS)-1-(3-hydroxy-phenyl)-6-methoxy-3-methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid methyl ester | HCID 68851536 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | (+)-2-(2-Bromo-ethyl)-10-(3-hydroxy-phenyl)-6-methoxy-3a-methyl-3a,4,9,10-tetrahydro-2,9,10a-triaza-cyclopenta[b]fluorene-1,3-dione | HCID 68939448 | 74% |
Reaction Steps
To a solution of 3.17 g (1RS,3SR)-1-(3-Hydroxy-phenyl)-6-methoxy-3-methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid methyl ester in 35 ml 2-butanon are added 860 μl bromoethyl isocyanate. The mixture is heated to reflux for 7 h and is stirred at room temperature over night. The precipitated compound is filtered and washed with 2-butanon. 3.09 g (74%) of the title compound are obtained. m.p.: 299-302° C., MS: m/z (MH+)=484.0/486.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530493B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-dcdaf9d0806047769f4203c19cf4bf47 |
| Source note | uspto-grants-2013_09 |