Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 11234997 | HCID 11234997 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 11224536 | HCID 11224536 | — |
Reaction Steps
To a solution of 3-chloro-4-(2,4-difluorobenzyloxy)-1-(1H-indol-5-ylmethyl)-1H-pyridin-2-one (Step 5, synthesis of Example 86) (0.22 g, 0.57 mmol) in CH3CN (10 mL) was added acetic anhydride (0.06 mL, 0.58 mmol) and Et3N (2 mL), and the reaction mixture was stirred at 86° C. for 6 h. The reaction mixture was cooled to room temperature, and partitioned between 1 N HCl and EtOAc. The organic solution was separated, washed with brine, dried (Na2SO4), filtered, and concentrated under reduced pressure. 1H NMR (300 MHz, MeOD) δ 8.35 (d, J=9 Hz, 1H), 7.77 (d, J=9 Hz, 1H), 7.70 (d, J=3 Hz, 1H), 7.54 (s, 2H), 7.31 (d, J=9 Hz, 1H), 7.01-6.99 (m, 2H), 6.66 (d, J=3 Hz, 1H), 6.59 (d, J=9 Hz, 1H), 5.29 (s, 4H), 2.63 (s, 3H). ES HRMS m/z 443.0965 (M+H C23H18ClF2N2O3 requires 443.0969).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07067540B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-5e22389e7a514d9685b51b338f424066 |
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| Source note | uspto-grants-2006_06 |
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