HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → HCID 67386482, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 67385923 | HCID 67385923 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67386482 | HCID 67386482 | 76.8% |
Reaction Steps
Piperidin-4-yl-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea dihydrochloride (0.07 g, 0.151 mmol) was suspended in DCM (1.5 mL) and N,N-diisopropylethylamine (0.1 mL, 0.6 mmol) was added. Methyl chloroformate (0.018 mL, 0.227 mmol) was added and the resulting solution stirred at RT. After 4 hours the solvent was evaporated. The remaining oil was purified by SiO2 chromatography (11 g SiO2, DCM/MeOH 0-4% MeOH). Obtained 0.052 g of 4-{3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-ureido}-piperidine-1-carboxylic acid methyl ester as light brown foam (76% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012974B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-9deb5c63b9f14c38b5d0454504014663 |
| Source note | uspto-grants-2011_09 |