HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66997963, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Thioanisole | HCID 7520 | — |
| Reactant | HCID 66998381 | HCID 66998381 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 66997963 | HCID 66997963 | — |
Reaction Steps
A solution of compound A {4-[3-(4-bromophenyl)-1,9-dimethyl-2-oxo-2,9-dihydro-1H-pyrido[2,3-b]indol-6-yl]thiazol-2-ylmethyl}carbamic acid benzyl ester (200 mg, 0.32 mmol) and thioanisole (308 μl, 2.60 mmol) in 2 ml of TFA is left to stir overnight at ambient temperature. H2O is added, the mixture is extracted with EtOAc, the organic phases are washed with H2O and the product is dried over MgSO4, filtered and concentrated. Purification is carried out by chromatography on a silica column, elution being carried out with 100% EtOAc and then with an EtOAc/5% MeOH mixture then with an EtOAc/5% MeOH/1% TEA mixture. The residue is taken up in a 1/1 EtOAc/Et2O mixture and the product is filtered and washed with a minimum amount of Et2O.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063061B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-9efbb39086024a319d1ca8e300d2c69e |
| Source note | uspto-grants-2011_11 |