HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → {1-[4-(3-Chloro-4-hydroxy-phenylamino)-pyrrolo[2,1-f][1,2,4]triazin-5-ylmethyl]-piperidin-4-yl}-carbamic acid, tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 4-Amino-2-chlorophenol | HCID 77578 | — |
| Reactant | 4-(N-Boc-amino)piperidine | HCID 723833 | — |
| Reactant | (4-Chloro-pyrrolo[2,1-f][1,2,4]triazin-5-ylmethyl)-triethyl-ammonium bromide | HCID 11544775 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | {1-[4-(3-Chloro-4-hydroxy-phenylamino)-pyrrolo[2,1-f][1,2,4]triazin-5-ylmethyl]-piperidin-4-yl}-carbamic acid, tert-butyl ester | HCID 21031521 | 73.4% |
Reaction Steps
Compound 21A (2.5 g) was prepared from 1E (2.5 g, 7.2 mmol), 4-amino-2-chlorophenol (1.03 g, 7.2 mmol) and piperidine-4-yl-carbamic acid tert-butyl ester (1.44 g, 7.2 mmol) in acetonitrile by a route analogous to that used in Method Two for the preparation of 1F. Analytical HPLC retention time=2.436 min. (Chromolith Speed ROD column 4.6×50 mm, 10–90% aqueous methanol over 4 minutes containing 0.2% trifluoroacetic acid, 4 mL/min, monitoring at 254 nm) and a LC/MS M++1=473+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07064203B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-804d44cd3f5842aea5dd0c5356e18b35 |
| Source note | uspto-grants-2006_06 |