Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Glycolic Acid | HCID 757 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N~7~-Methylquinoline-7,8-diamine | HCID 29971707 | — |
| Product | HCID 68089188 | HCID 68089188 | 83% |
Reaction Steps
A mixture of N7-methylquinoline-7,8-diamine (1.0 g, 5.8 mmol) and 2-hydroxy acetic acid (2.2 g, 29 mmol) was stirred at 115° C. for 2 h. Then saturated sodium bicarbonate solution was added. The mixture was extracted with EtOAc. The organic layer was concentrated to give a residue which was purified by silica gel column chromatography (eluting with DCM/MeOH v/v 30:1) to give (3-methyl-3H-imidazo-[4,5-h]quinolin-2-yl)methanol as a yellow solid (1.0 g, yield 83%). ESI MS: m/z 214 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09249162B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-84488c68e7024af4a5371145d0e16202 |
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| Source note | uspto-grants-2016_02 |
|---|