HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175966Generated: November 1, 2026
Tetramethyltin → 6-Amino-3-methylpicolinic acid
https://huagongshe.com/reaction/2175966
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetramethyltin | HCID 11661 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Methyl 6-amino-3-bromopyridine-2-carboxylate | HCID 10657127 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Amino-3-methylpicolinic acid | HCID 90412282 | — |
Reaction Steps
To methyl 6-amino-3-bromopicolinate (500 mg, 2.2 mmol), tetramethylstannane (900 μL, 6.5 mmol) and LiCl (354 mg, 8.7 mmol) in DMF (6 mL) was added Pd(PPh3)4 (76 mg, 10 mol %). The reaction mixture was heated at 110° C. for 3 h. Additional tetramethylstannane, LiCl and Pd(PPh3)4 were added and heating continued for 6 h. Purification via silica gel chromatography (0-20% MeOH in DCM) gave the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09062078B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-44ad62657bea4b8fbcbf90330fb0d38d |
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| Source note | uspto-grants-2015_06 |
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