HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Acetylpyridine → Hydrochloric Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Acetylpyridine | HCID 14286 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Ether hydrochloride | HCID 10953452 | — |
| Reactant | Bis(2-tert-butoxycarbonylaminoethyl)amino-4-methylphenylcyanide | HCID 69032449 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Hydrochloric Acid | HCID 313 | — |
| Product | 2-Pyridinecarboxaldehyde | HCID 14273 | — |
| Product | Sodium borohydride | HCID 4311764 | — |
Reaction Steps
The resultant bis(2-tert-butoxycarbonylaminoethyl)amino-4-methylphenylcyanide was deprotected using HCl/ether, condensed with 2-acetyl pyridine (0.01 mol) in MeOH, and then reduced by NaBH4. After sequential treatments with pyridine-2-carboxaldehyde, NaBH4, and HCl, compound 110 was obtained in 75% overall yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504422B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-c001bf39cddb49e79b8162bc550037a2 |
| Source note | uspto-grants-2009_03 |