HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86653129, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | (2-Bromoethyl)cyclohexane | HCID 15440 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 76469643 | HCID 76469643 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86653129 | HCID 86653129 | 106.5% |
Reaction Steps
A stirred solution of tert-butyl {6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate (0.2 g, 0.488 mmol, 1 eq.) in 3 ml of dry DMF was treated with NaH (60% dispn in mineral oil, 0.020 g, 0.513 mmol, 1.05 eq.) added in one portion. After 20 mins (2-bromoethyl)cyclohexane (0.098 g, 0.513 mmol, 1.05 eq.) was added and the reaction was stirred for 1 hr. Water was added followed by EtOAc. The aqueous layer was separated and extracted with EtOAc. Then the organics were combined, dried over MgSO4 and evaporated to give tert-butyl (2-cyclohexylethyl){6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate (0.27 g, 85%) as a viscous oil
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466176B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-b2dfa0b3ce644485bfa101470ce9a830 |
| Source note | uspto-grants-2013_06 |