HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron Trichloride → 3-Hydroxy-cyclobutanesulfonic acid [7-(2-fluoro-4-iodo-phenylamino)-6-methyl-5-oxo-1,2,3,5-tetrahydro-imidazo[1,2-a]pyridin-8-yl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | 3-Benzyloxy-cyclobutanesulfonic acid [7-(2-fluoro-4-iodo-phenylamino)-6-methyl-5-oxo-1,2,3,5-tetrahydro-imidazo[1,2-a]pyridin-8-yl]-amide | HCID 67194298 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Hydroxy-cyclobutanesulfonic acid [7-(2-fluoro-4-iodo-phenylamino)-6-methyl-5-oxo-1,2,3,5-tetrahydro-imidazo[1,2-a]pyridin-8-yl]-amide | HCID 52935017 | 29.5% |
Reaction Steps
3-Benzyloxy-cyclobutanesulfonic acid [7-(2-fluoro-4-iodo-phenylamino)-6-methyl-5-oxo-1,2,3,5-tetrahydro-imidazo[1,2-a]pyridin-8-yl]-amide (120 mg, 0.19 mmol) in DCM (3 mL) was reacted with 1M BCl3 (67 mg, 0.57 mmol) at 0° C. The resulting mixture was stirred at room temperature for 6 hours. Purification by column chromatography on silica gel (5% MeOH in CHCl3), followed by preparative HPLC afforded 30 mg of the product (29.4% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466289B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-887374bc665f4692b1a6e640c8041d85 |
| Source note | uspto-grants-2013_06 |