Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 136501883 | HCID 136501883 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 136501887 | HCID 136501887 | — |
Reaction Steps
To a solution of 2-[4-(1-azido-1-methyl-ethyl)-phenyl]-3H-pyrrolo[2,1-f][1,2,4]-triazin-4-one (115 mg, 0.39 mmol) in 2 ml THF are added zinc dust (128 mg, 1.96 mmol) and acetic acid (225 μl, 3.93 mmol) and the mixture is stirred for 18 hours at room temperature. The suspension is diluted with THF and acidified with a small amount of 25% hydrochloric acid. The mixture is filtered with suction. The filtrate is washed with saturated sodium carbonate solution and saturated sodium chloride solution. The organic phase is dried over sodium sulfate and evaporated. The residue is purified by preparative HPLC to afford 2-[4-(1-amino-1-methyl-ethyl)-phenyl]-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one formate salt as white solid; HPLC/MS 1.25 min (C), [M-NH2]+ 252;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09174995B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-6368f7e3db684ce69edc07be3a599554 |
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| Source note | uspto-grants-2015_11 |
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