Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | HCID 18419034 | HCID 18419034 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10984336 | HCID 10984336 | 85% |
Reaction Steps
2-(6-Indol-1-ylmethyl-pyridin-2-ylmethyl)-isoindole-1,3-dione (2.70 g, 7.35 mmol) was dissolved in dichloromethane (50 ml) and cooled to 0° C. Oxalylchloride (0.63 ml, 7.35 mmol) was added and the reaction kept at 0° C. for 30 minutes before the addition of N-hydroxysuccinimide (0.85 g, 7.35 mmol) followed by careful addition of pyridine (1.19 ml, 14.7 mmol). The reaction was kept at 0° C. for 30 minutes before it was allowed to slowly regain room temperature during 3 hours and then washed with water (40 ml) and brine (2×50 ml). The organic layer was dried over MgSO4 followed by removal of the solvent in vacuo to obtain the sub-title product (3.34 g, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06458792B1 |
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| Source dataset | uspto-grants-2002_10 |
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| ORD ID | ord-6014673dfcd9414987f1d05c23e3c229 |
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| Source note | uspto-grants-2002_10 |
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