HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Aminopyridine → (RS)-N-(Ethoxycarbonyl)-S-methyl-S-[3-({[6-methoxy-4-(4-pyridylamino)-quinazolin-7-yl]oxy}methyl)phenyl]sulphoximide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Aminopyridine | HCID 1727 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | N'-(2-cyano-5-{3-[(RS)-N-(ethoxycarbonyl)-S-methylsulphonimidoyl]benzyloxy}-4-methoxyphenyl)-N,N-dimethylformimidamide | HCID 57788001 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (RS)-N-(Ethoxycarbonyl)-S-methyl-S-[3-({[6-methoxy-4-(4-pyridylamino)-quinazolin-7-yl]oxy}methyl)phenyl]sulphoximide | HCID 57787969 | 34% |
Reaction Steps
According to GWP 5, the reaction of N′-(2-cyano-5-{3-[(RS)-N-(ethoxycarbonyl)-S-methylsulphonimidoyl]benzyloxy}-4-methoxyphenyl)-N,N-dimethylformimidamide (78 mg, 0.12 mmol) with 4-aminopyridine (19 mg, 0.20 mmol) and chromatographic purification (silica gel, amino column, hexane, dichloromethane/methanol: 0→5% methanol) gives the desired product in 34% yield (29 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863283B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-b56ba5c07a0a40c78eb7b9b8dd8d2362 |
| Source note | uspto-grants-2011_01 |