HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pentanol → 4-(1-Ethyl-propoxy)-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]py-rimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pentanol | HCID 11428 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]pyrimidine | HCID 22474313 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(1-Ethyl-propoxy)-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]py-rimidine | HCID 9903099 | — |
Reaction Steps
To a solution of 3-pentanol (0.09 ml, 0.883 mmol) in dry THF was added 60% NaH in oil (20 mg, 0.500 mmol) and stirred for 5 min. A solution of 4-chloro-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]pyrimidine (50 mg, 0.166 mmol) in dry THF was added to the reaction mixture and the resulting mixture was heated at reflux for 2 hr. The mixture was quenched with water, extracted with ethyl acetate. The organic layer was washed with brine, separated, dried and concentrated to dryness to give the title compound as a white solid. 1H NMR (CDCl3) ä 6.92(s, 3H), 5.43(m, 1H), 4.02(s, 3H), 2.56(s, 3H), 2.29(s, 3H), 2.08(s, 6H), 1.80(m, 4H), 0.99(t, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06900217B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-37a2327f738142abac116099ba315b98 |
| Source note | uspto-grants-2005_05 |