Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Captamine | HCID 25799 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 67202884 | HCID 67202884 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 59856821 | HCID 59856821 | — |
Reaction Steps
In a microwave reaction tube was placed 4-[5-cyano-6-(2-fluoro-4-iodo-phenylamino)-pyrimidin-4-yloxy]-piperidine-1-carboxylic acid isopropyl ester (10 mg, 0.19 mmol), 2-dimethylamino-ethanethiol (27 mg, 0.19 mmol), di-m-bromobis (tri-t-butylphosphino)dipalladium (I) (8 mg, 0.0095 mmol), sodium t-butoxide (55 mg, 0.57 mmol), and DMSO (0.5 mL). The reaction mixture was heated at 120° C. under microwave for 4 hours. The resulting mixture was filtered through a syringe filter and purified by preparative HPLC. 1H NMR (CDCl3, 400 MHz) δ 1.26 (d,6H), 1.86 (m, 2H), 2.00 (m, 2H), 2.86 (s, 6H), 3.20 (m, 2H), 3.30 (m, 2H), 3.43 (m, 2H), 3.78 (m, 2H), 4.94 (m, 1H), 5.44 (m, 1H), 7.22 (s, 1H), 7.24 (s, 1H), 7.35 (s, 1H), 8.11 (t, 1H), 8.45 (s, 1H). Exact mass calculated for C24H31 FN6O3S 502.22, found 503.2 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546429B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-e6b36afc3cf6486f94340ebd3d9db33f |
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| Source note | uspto-grants-2013_10 |
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