Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 58381091 | HCID 58381091 | — |
| Product | HCID 46881404 | HCID 46881404 | — |
Reaction Steps
(I-8): 3 ml anhydrous DMF was cooled in ice-water bath, then 50 μl POCl3 was added, the solution was stirred about 15 minutes, then 32 mg of methyl 3-(1H-indol-6-ylmethyl)benzoate in 2 ml DMF was added. The mixture was heated to 40° C. for 3 hours. After cooling to room temperature, the mixture was treated by cold water, following the general procedure above, the target compound was purified as a brown solid. Mass calculated for C17H13NO3: 279; LCMS: 280.6 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 9.87 (1H, s), 8.24 (1H, d, J=3.0 Hz), 7.99 (1H, s), 7.80 (1H, d, J=7.3 Hz), 7.76 (1H, d, J=7.9 Hz), 7.52 (1H, d, J=7.9 Hz), 7.41 (1H, t, J=7.9 Hz), 7.34 (1H, s), 7.12 (1H, d, J=7.3 Hz), 4.12 (2H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455516B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-3827707b6e834cda9b2c3449b7c84945 |
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| Source note | uspto-grants-2013_06 |
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