HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Ammonia ethyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Tert-butyl 4-(5-amino-8-methoxy-1,2,3,4-tetrahydro-1-naphthalenyl)-1h-imidazole-1-carboxylate | HCID 11290851 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 4-{8-methoxy-5-[(methylsulfonyl)amino]-1,2,3.4-tetrahydro-1-naphthalenyl}-1h-imidazole-1-carboxylate | HCID 11384659 | — |
| Product | Ammonia ethyl acetate | HCID 18464838 | 10% |
Reaction Steps
A solution of Example 26D (0.50 g, 1.5 mmol) in dichloromethane (5 mL) was treated with pyridine (0.34 mL, 4.4 mmol), treated with methanesulfonyl chloride (0.17 mL, 2.2 mmol) and stirred for 1.5 hours. Purification of the mixture on silica gel eluting with ammonia-saturated dichloromethane and then with 10% ethyl acetate/ammonia-saturated dichloromethane provided the desired product which was dried under vacuum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06503935B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-b56d9b5022c74636abaa45c45edb1dd8 |
| Source note | uspto-grants-2003_01 |