HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 2-Chloro-6-formylaminomethylnicotinic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 6-Aminomethyl-2-chloro-nicotinic acid methyl ester | HCID 58324536 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | 2-Chloro-6-formylaminomethylnicotinic acid methyl ester | HCID 58324544 | 90% |
Reaction Steps
To a solution of 6-aminomethyl-2-chloro-nicotinic acid methyl ester (740 mg, 3.7 mmol) in formic acid (18.5 mL) was added acetic anhydride (3.7 mL). The reaction mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated in vacuo and azeotroped three times with toluene to afford the title compound as a yellow oil (757 mg, 90%) which was used without purification in the next step. LCMS (method B): RT=2.20 min, [M+H]+=229.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07923456B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-b394e6d2ec6b4400b88c72a33e44de65 |
| Source note | uspto-grants-2011_04 |