HuagongsheHuagongshe Chemistry Print Report · For research reference only
Anisole → 4-{6-[(5-Cyano-1,3-thiazol-2-yl)amino]pyrimidin-4-yl}-N-isopropylpiperazine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Anisole | HCID 7519 | — |
| Reactant | Benzyl 4-{6-[(5-cyano-1,3-thiazol-2-yl)amino]pyrimidin-4-yl}-2-[(isopropylamino) carbonyl]piperazine-1-carboxylate | HCID 21934713 | — |
| Solvent | Hydrofluoric Acid | HCID 14917 | — |
| Product | 4-{6-[(5-Cyano-1,3-thiazol-2-yl)amino]pyrimidin-4-yl}-N-isopropylpiperazine-2-carboxamide | HCID 21934692 | — |
Reaction Steps
47-3 (0.23 g, 0.46 mmol) was wetted with 1 mL of anisole before treatment with 10 mL of hydrofluoric acid for 1 hour at 0° C. The hydrofluoric acid was then evaporated off and the residue was suspended in ethyl ether, filtered and then purified on a silica column to give 48-1. Hi-Res MS: calc: 373.1554 found: 373.1550. 1H-NMR (CD3OD): 8.40(s, 1H); 7.99(s, 1H); 6.17(s, 1H); 4.30(d, 1H); 3.98(m, 2H); 3.37(m, 1H); 3.18(m, 2H); 3.06(m, 1H); 2.82(m, 1H); 1.16(m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115597B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-f432f5b47f7641fa81d37fe6b48dccef |
| Source note | uspto-grants-2006_10 |