HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl chloroformate → HCID 25169550, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178496188 | HCID 178496188 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 25169550 | HCID 25169550 | 34% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
6-Amino-2-(2-methoxy-ethoxy)-9-(3-pyrrolidin-1-ylmethyl-benzyl)-9H-purin-8-ol (Example A) (60 mg, 0.15 mmol) was dissolved in dichloromethane (2 mL). N,N-diisopropylethylamine (0.1 mL) was added and the mixture was cooled to 0° C. Ethylchloroformate (0.04 mL, 0.42 mmol) was added. After stirring for 30 minutes, the reaction was quenched with water and concentrated under vacuum. Purification by preparative reverse phase HPLC (5-45% acetonitrile/40 mM aqueous HCl) gave 9-(3-(pyrrolidin-1-ylmethyl)benzyl)-6-amino-2-(2-methoxyethoxy)-9H-purin-8-yl ethyl carbonate (Example Q) (24 mg) as a white glassy solid, HCl salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993755B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-671c8189b54c49a190a2a4176624cd0b |
| Source note | uspto-grants-2015_03 |