Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Chlorobutyryl chloride | HCID 78370 | — |
| Reactant | HCID 21948386 | HCID 21948386 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22115876 | HCID 22115876 | 80% |
Reaction Steps
A stirred suspension of methyl 4-(6-amino-2-methylpyridin-3-yl)benzoate (D7, 1.0 g, 4.1 mmole) in dichloromethane (80 ml) was treated with pyridine (0.66 ml, 8.2 mmole), followed by 4-chlorobutyryl chloride (0.47 ml, 4.3 mmole). The resulting solution was stirred at 25° C. for 2 h, then treated with 5% Na2CO3 solution and after 30 minutes, the organic layer was separated, dried (Na2SO4) and concentrated in vacuo to leave a pale yellow solid. This was recrystallised from ethyl acetate/60-80 petrol to afford the title compound as a beige solid (1.13 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06166034 |
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| Source dataset | uspto-grants-2000_12 |
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| ORD ID | ord-942bdf375eea4f58a4d617dcd9db4c38 |
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| Source note | uspto-grants-2000_12 |
|---|