HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propyl chloroformate → HCID 178459861, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propyl chloroformate | HCID 7998 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 178462243 | HCID 178462243 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178459861 | HCID 178459861 | 7% |
Reaction Steps
To a solution of (1R)-1-{1-[trans-4-(aminomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}ethanol bis(trifluoroacetate) (18 mg, 0.032 mmol) and triethylamine (22 μL, 0.16 mmol) in methylene chloride (1 mL) was added propyl chloroformate (4.3 μL, 0.039 mmol). The mixture was stirred at room temperature for 1 h, then stripped to dryness and purified on prep-HPLC (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% ammonium hydroxide, at flow rate of 60 mL/min) to give the desired product (0.9 mg, 7%). LCMS calculated for C21H29N4O3S (M+H)+: m/z=417.2. Found: 417.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181271B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-d46f02481f66465ca4199cc3a1023d38 |
| Source note | uspto-grants-2015_11 |