Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 58316934 | HCID 58316934 | — |
| Product | HCID 57963243 | HCID 57963243 | — |
Reaction Steps
{3-[4-Chloro-7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl]-2,4-difluoro-phenyl}-carbamic acid benzyl ester (35, 152 mg, 0.255 mmol) is combined with 15 mL of methanol and potassium hydroxide (1.06 g, 18.9 mmol) is added. The mixture is heated at 70° C. for 36 hours, then 6 N aqueous hydrochloric acid is added and the mixture is extracted with ethyl acetate. The organic layer is washed with brine, then dried with magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is purified by silica gel column chromatography, eluting with ethyl acetate and hexane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound (36, 0.03 mg). MS (ESI) [M+H]+=305.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673928B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-e14bce6ec5e4401a90e4affe99cd1e21 |
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| Source note | uspto-grants-2014_03 |
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