HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 22250079, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | HCID 10159192 | HCID 10159192 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22250079 | HCID 22250079 | 69% |
Reaction Steps
To a solution of (2R)-(2-methoxymethyl-pyrrolidin-1-yl)-[7-(2-methyl-1H-indol-5-yloxy)-thieno[3,2-b]pyridin-2-yl]-methanone and DMAP (120 mg, 0.28 mmol) in DMF (5 mL) was added acetyl chloride (44 mg, 0.56 mmol). After 3 h the reaction was quenched with water (5 mL). The aqueous layer was extracted with CH2Cl2 (2×15 mL). The combined organic extracts were dried (Na2SO4), and concentrated onto silica gel (5 mL). Purification by flash chromatography on silica gel (CH2Cl2/MeOH 97:3) afforded the title compound as a white solid (0.36 g, 69%). MS: 464 (MH+); HPLC Rf: 6.12 min; HPLC purity: 96%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06995171B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-8fb02104e85e4a73823bd3a7ed1648bb |
| Source note | uspto-grants-2006_02 |