Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Tert-Butyl nitrite | HCID 10906 | — |
| Reactant | HCID 18619201 | HCID 18619201 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Solvent | Pentane | HCID 8003 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 18619220 | HCID 18619220 | — |
Reaction Steps
A boron trifluoride diethyl etherate is added to a mixture of 3-amino-6-methoxy-2-(methoxycarbonyl)methoxypyridine, 1,2-dimethoxyethane and dichloromethane dropwise at −10° C. After mixing for 10 minutes at the same temperature, a solution of t-butyl nitrite in 1,2-dimethoxyethane is added to the reaction solution dropwise at −5° C. or lower. After mixing for 30 minutes at the same temperature, n-pentane is poured into the mixture. The lower layer of two separated layers is dissolved in acetic anhydride, and the mixture is stirred for 1 hour at 80° C. The solvent is distilled off, then, the resulted residue is subjected to silica gel chromatography to obtain 3-acetoxy-6-methoxy-2-(methoxycarbonyl)methoxypyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06537948B1 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-36b591b2c776418e89897f73efbfe3ec |
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| Source note | uspto-grants-2003_03 |
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