HuagongsheHuagongshe Chemistry Print Report · For research reference only
Stannous chloride dihydrate → 17-Cyclohexyl-18-[4-[2-(4 methanesulfonylpiperazin-1-yl)-5-amino-benzyloxy]phenyl]-1,4,11-triazatricyclo[11.5.2.016,19]icosa-7,13 (20),14,16(19),17-pentaene-3,12-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | HCID 74928751 | HCID 74928751 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 17-Cyclohexyl-18-[4-[2-(4 methanesulfonylpiperazin-1-yl)-5-amino-benzyloxy]phenyl]-1,4,11-triazatricyclo[11.5.2.016,19]icosa-7,13 (20),14,16(19),17-pentaene-3,12-dione | HCID 74928752 | — |
Reaction Steps
Tin(II) chloride dihydrate (400 mg, 1.77 mmol) was added to a solution of 3 (55 mg, 0.0715 mmol) in THF (1 mL) and ethanol (1.5 mL). The reaction mixture was heated at reflux for 3 days, then allowed to cool down to room temperature. Then, volatiles were evaporated under vacuum and the residue was successively partitioned between a diluted solution of NaHCO3 and ethyl acetate, dried (Na2SO4) and evaporated. Purification by column chromatography (CH2Cl2/methanol, 97.5:2.5) afforded the title compound 4 as a yellowish powder: m/z=740 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524716B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-90ef2916b8e149bfbf3190a0132600ab |
| Source note | uspto-grants-2013_09 |