Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine chloride | HCID 24640 | — |
| Reactant | 7-Fluoro-3-(2-fluoro-4-trimethylsilanyl-phenylamino)-thieno[3,2-c]pyridine-2-carboxylic acid ethyl ester | HCID 59703886 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59703911 | HCID 59703911 | 96% |
Reaction Steps
To a cooled (0° C.) solution of 7-fluoro-3-(2-fluoro-4-trimethylsilanyl-phenylamino)-thieno[3,2-c]pyridine-2-carboxylic acid ethyl ester (330 mg, 0.81 mmol) in DCM (10 mL) was added iodine monochloride (1M in DCM, 1.6 mL, 1.6 mmol) dropwise. On complete addition the mixture was allowed to stir at 0° C. for 1 hour then quenched by the addition of saturated sodium thiosulphate solution (10 mL). The mixture was stirred vigorously for 10 min and partitioned between ethyl acetate and water. The organic layer was separated and washed with a saturated solution of sodium hydrogenocarbonate followed by brine, dried over sodium sulphate, filtered and concentrated to give the title compound as a yellow solid (358 mg, 54%). LCMS (method B): RT=4.72 min, M+H+=461.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07893085B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-3fe93f0e89f14191bfbd6fbaa5cc878a |
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| Source note | uspto-grants-2011_02 |
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