Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 67586082 | HCID 67586082 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 53916846 | HCID 53916846 | — |
Reaction Steps
A 132 mg sample of the compound from step 50a above was dissolved 4 mL of a 6:1 solution of DMF:H2O, 240 mg of NaCN was added, and the reaction mixture was stirred at 95° C. for 16 hours. The solvent was removed, and the residue was purified by column chromatography on silica gel, eluting with 10:1 chloroform:methanol to afford 62 mg of the title compound. MS (DCI/NH3) m/e: 232 (M+H)+. 1H NMR (CDCl3, 300 MHz) δ: 8.34 (m, 1H), 8.28 (m, 1H); 7.30-7.20 (m, 2H), 4.28-4.06 (m, 2H), 3.05-2.72 (m, 5H), 2.65-2.52 (br s, 3H), 2.42-2.25 (m, 1H), 2.23-2.0 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05914328 |
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| Source dataset | uspto-grants-1999_06 |
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| ORD ID | ord-bfafeaee1570413e95154fc7da7baff2 |
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| Source note | uspto-grants-1999_06 |
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