Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 69434289 | HCID 69434289 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69433024 | HCID 69433024 | 72% |
Reaction Steps
Lithium aluminum hydride (107 mg, 2.60 mmol) was added to a solution of N3-benzyl-N1-(1H-indazol-5-yl)-N3-methyl-β-alaninamide (200 mg, 0.973 mmol) in tetrahydrofuran (30 ml) at 0° C., and the resulting mixture was refluxed for one and a half hours. Then, the reaction solution was cooled to 0° C. and a mixture of tetrahydrofuran (10 ml) and water (10 ml) was added thereto, followed by filtration. The filtrate was concentrated and the resulting residue was diluted with chloroform and washed with a 1N-aqueous sodium hydroxide solution and then a saturated aqueous sodium chloride solution. The organic layer was dried over potassium carbonate and distilled under reduced pressure to remove the solvent, and the resulting residue was purified by a silica gel column chromatography (eluent: chloroform/methanol=20/1) to obtain N1-benzyl-N3-(1H-indazol-5-yl)-N1-methyl-1,3-propanediamine (138 mg, 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07199147B2 |
|---|
| Source dataset | uspto-grants-2007_04 |
|---|
| ORD ID | ord-88938ea8d5144c4ea2232edfb7341f9f |
|---|
| Source note | uspto-grants-2007_04 |
|---|