HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroethyl Isothiocyanate → 1-Benzyl-N-(3,4-difluorobenzyl)-6-(4,5-dihydrothiazol-2-ylamino)-5-fluoro-2-isopropyl-1H-indole-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroethyl Isothiocyanate | HCID 138661 | — |
| Reactant | 6-amino-1-benzyl-N-(3,4-difluorobenzyl)-5-fluoro-2-isopropyl-1H-indole-3-carboxamide | HCID 59762400 | — |
| Catalyst | Triethylamine | HCID 8471 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Benzyl-N-(3,4-difluorobenzyl)-6-(4,5-dihydrothiazol-2-ylamino)-5-fluoro-2-isopropyl-1H-indole-3-carboxamide | HCID 59762419 | — |
Reaction Steps
General Procedure AA. To a solution of 6-amino-1-benzyl-N-(3,4-difluorobenzyl)-5-fluoro-2-isopropyl-1H-indole-3-carboxamide (Compound 172, 39 mg, 0.086 mmol) in CH2Cl2 (1 ml) was added 2-chloroethyl isothiocyanate (25 μl, 0.26 mmol) and Et3N (1 drop). The reaction was stirred at room temperature for 16 h and was purified directly by chromatography on silica gel (0→60% EtOAc-hexanes) to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524917B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-4cef0ff173954a8dafb666fafb3a80f7 |
| Source note | uspto-grants-2013_09 |