Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 1H-Isoindol-1-one, 6-fluoro-2,3-dihydro-2-[5-(hydroxymethyl)-3-pyridinyl]-3,3-dimethyl- | HCID 86685946 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86685947 | HCID 86685947 | 104.8% |
Reaction Steps
To a solution of 6-fluoro-2-(5-hyroxymethyl-pyridin-3-yl)-3,3-dimethyl-2,3-dihydro-isoindol-1-one (52 mg) in DCM (10 mL) was added thionyl chloride (0.14 mL, 1.9 mmol) slowly at 0° C. After the addition, the reaction mixture was stirred at 2-5° C. for 0.5 hour before it was poured into satd. aq. NaHCO3 solution (10 mL) and extracted with DCM (2×15 mL). The combined organic layers were washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product (58 mg 100%) as light yellowish solid. MS: 322.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09133158B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
|---|
| ORD ID | ord-fba1f4f0999e45b28c2c443e74021c32 |
|---|
| Source note | uspto-grants-2015_09 |
|---|