HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → [4-(3-Fluoro-benzyloxy)-phenyl]-(5-methyl-pyrrolo[2,1-f][1,2,4]triazin-4-yl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Chloro-5-methylpyrrolo(2,1-f)(1,2,4)triazine | HCID 21874227 | — |
| Reactant | 4-(3-Fluoro-benzyloxy)-phenylamine hydrochloride | HCID 22055258 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | [4-(3-Fluoro-benzyloxy)-phenyl]-(5-methyl-pyrrolo[2,1-f][1,2,4]triazin-4-yl)-amine | HCID 22055287 | 37% |
Reaction Steps
A solution of 4-chloro-5-methyl-pyrrolo[2,1-f][1,2,4]triazine (47 mg, 0.281 mmol) (Ref. WO 03/042172 A2) and 4-(3-fluoro-benzyloxy)-phenylamine hydrochloride (70 mg, 0.299 mmol) and NaHCO3 (600 mg, 7.14 mmol) in dry acetonitrile (2 ml) was heated at 80° C. for 8 hr. Filtration followed by removal of the solvent from the filtrate and purification by preparative HPLC afforded the title product (35 mg, 37%) as an oil. Analytical HPLC retention time=1.41 min. (YMC Xterra S7 C18, 3.0×50 mm column, 10–90% aqueous methanol over 2 minutes containing 0.1% TFA, 5 mL/min, monitoring at 220 nm) and a LC/MS M++1=331.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07064203B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-17bf6568219b4b42a2ab63d708ebdc02 |
| Source note | uspto-grants-2006_06 |