HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclobutanecarbonyl chloride → HCID 91195843, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclobutanecarbonyl chloride | HCID 78705 | — |
| Reactant | HCID 22278662 | HCID 22278662 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 91195843 | HCID 91195843 | 70.7% |
Reaction Steps
To a solution of (3-amino-pyrrolidin-1-yl)-(7-chloro-thieno[3,2-b]pyridin-2yl)-methanone (0.40 g, 1.4 mmol) and DMAP (0.693 g, 5.68 mmol) in CH2Cl2 (20 mL) was added cyclobutane carboxylic acid chloride (0.20 g, 1.7 mmol). After 3 h the reaction was quenched with distilled water (10 mL). The aqueous layer was extracted with CH2Cl2 (2×10 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: 364/366 (MH+); HPLC Rf: 4.24 min; HPLC purity: 94%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06964961B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-94c96b6d983f4d32a3a1a8c405b91990 |
| Source note | uspto-grants-2005_11 |