Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 11601484 | HCID 11601484 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 11708881 | HCID 11708881 | — |
Reaction Steps
A mixture of [4-amino-1-(isopropylamino)-1H-imidazo[4,5-c]quinolin-2-yl]methanol (0.120 g, 0.442 mmol) and platinum (IV) oxide (0.100 g, 0.422 mmol) in trifloroacetic acid (10 mL) was hydrogenated on a Parr apparatus at 50 psi (3.4×105 Pa) at room temperature for 18 hours. The mixture was diluted with chloroform (20 mL) and filtered through a pad of CELITE filter agent. The filter agent was rinsed with a 4:1 chloroform/methanol solution. The filtrate was concentrated under reduced pressure to yield an oil that was suspended in water (10 mL) and treated with 10% aqueous sodium hydroxide until pH 7 was reached. A white precipitate was isolated by filtration, rinsed with water, and dried overnight under vacuum to provide [4-amino-1-(isopropylamino)-6,7,8,9-tetrahydro-1H-imidazo[4,5-c]quinolin-2-yl]methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07163947B2 |
|---|
| Source dataset | uspto-grants-2007_01 |
|---|
| ORD ID | ord-86ae41a6a1f9444fbbcc7c93268d8f08 |
|---|
| Source note | uspto-grants-2007_01 |
|---|