HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylcarbamoyl chloride → 1-[(6-chloro-9H-purin-9-yl)methyl]-4-propylpyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylcarbamoyl chloride | HCID 6916 | — |
| Reactant | 1-(Hydroxymethyl)-4-propylpyrrolidin-2-one | HCID 11332602 | — |
| Reactant | HCID 178478416 | HCID 178478416 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-[(6-chloro-9H-purin-9-yl)methyl]-4-propylpyrrolidin-2-one | HCID 57743009 | 99% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 6-chloro-1H-purine x165 (2 g, 12.93 mmol, 1 eq), 1-(hydroxymethyl)-4-propylpyrrolidin-2-one x2 (2.44 g, 15.53 mmol, 1.2 eq) and N,N-diethylcarbamoylchloride (332 mg, 1.293 mmol, 0.1 eq) in MeCN (30 ml) is heated at 100° C. in microwave apparatus during 5 hours. After cooling, the solvent is evaporated and the crude is purified on silicagel (CH2Cl2/MeOH (+NH4OH 10%) 95/5) to yield 3.8 g of 1-[(6-chloro-9H-purin-9-yl)methyl]-4-propylpyrrolidin-2-one x166 as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183241B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-37e06608a09b43a1b81e79223182a7c6 |
| Source note | uspto-grants-2012_05 |