Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Methyl 3-amino-5-phenylthiophene-2-carboxylate | HCID 700562 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10634234 | HCID 10634234 | 32.2% |
Reaction Steps
To a mixture of methyl-3-amino-5-phenylthiophene-2-carboxylate (200 mg, 0.855 mmol) in anhydrous N,N-dimethylformamide (4.6 ml) were added 4.2 ml (8.55 mmol) of 2M iodomethane solution in t-buthylmethylether. The mixture was stirred at 60° C. for 18 hours, concentrated and purified using biotage technics (silica gel, hexane to hexane:ethyl acetate; 95:5 containing few drops of triethylamine) to give 68 mg (32% yield) of 3-methylamino-5-phenyl-thiophene-2-carboxylic acid methyl ester. 1H NMR (CDCl3, 400 MHz) 7.65-7.62 (m, 2H), 7.42-7.36 (m, 3H), 6.86 (broad s, 1H), 3.83 (s, 3H), 3.04 (d, 3H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329924B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-9f7fa1ac34cb4afd90f23633b0500493 |
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| Source note | uspto-grants-2012_12 |
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