HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylisoquinoline → HCID 9974538, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylisoquinoline | HCID 15592 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | Tert-butyl 4-(iodomethyl)piperidine-1-carboxylate | HCID 10448961 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 9974538 | HCID 9974538 | 66% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
The procedure described in Example 7a was followed using 1-methyl isoquinoline (0.50 g, 3.49 mmol), 1M LDA (4.2 mL, 4.2 mmol), and 4-iodomethyl-1-piperidinecarboxylic acid, 1-(1,1-dimethylethyl) ester (1.2 g, 3.84 mmol) in dry THF (45 mL) except that after addition of the reagents, the mixture was stirred at −78° C. for 1.75 hours. Purification by chromatography (30% EtOAc/toluene) gave the title compound (0.784 g, 66%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326382B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-a837d21c20ea4bb3b789ad06f355cd78 |
| Source note | uspto-grants-2001_12 |