HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 46852751, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | 1-(Azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane | HCID 66739358 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 46852751 | HCID 46852751 | 12% |
Reaction Steps
To a stirred solution of 1-(azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane (125 mg, 0.53 mmol) in dichloromethane (5 ml) at 0° C. was added sodium carbonate (167 mg, 1.58 mmol) and propionyl chloride (58 mg, 0.63 mmol). The resulting mixture was stirred at RT for 13 h before volatiles were removed under reduced pressure. Purification by silica FCC (using a gradient of eluents; 100:0 to 98:2 DCM:2M NH3 in MeOH) followed by purification by preparative HPLC (Method 2) gave the title compound (18 mg, 12% yield) as pale yellow oil. LCMS data: Calculated MH1(294). Found 86% (MH1) m/z 294, Rt=3.18 min (Method D).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912176B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-6cf759ea64e74ee48ce8f8e4074f8e9a |
| Source note | uspto-grants-2014_12 |