HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-aminobenzoate → HCID 89456982, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-aminobenzoate | HCID 12082 | — |
| Reactant | 4,6-Dichloro-2-(methylthio)pyrimidine | HCID 80531 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89456982 | HCID 89456982 | — |
Reaction Steps
NaHMDS (65.7 mL, 1M in THF) was added into the solution of 4,6-dichloro-2-(methylthio)pyrimidine (6.4 g) and methyl 4-aminobenzoate (5 g) in THF (200 mL). The reaction was stirred at room temperature for 16 hours, before being quenched by water. The aqueous layer was extracted with EtOAc (3×200 mL). The combined organic phase was dried over MgSO4 and concentrated under vacuum to give the crude product, methyl 6-(6-chloro-2-(methylthio)pyrimidin-4-ylamino)nicotinate, which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422311B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-b2b69c265312427ea12be282e19f7c0b |
| Source note | uspto-grants-2016_08 |