HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 7-[2-(4-Hydroxy-piperidin-1-yl)-ethoxy]-4-(-indazol-6-ylamino)-6-methoxy-quinoline-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | 7-(2-Chloroethoxy)-4-(1H-indazol-6-ylamino)-6-methoxyquinoline-3-carbonitrile | HCID 10294003 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 7-[2-(4-Hydroxy-piperidin-1-yl)-ethoxy]-4-(-indazol-6-ylamino)-6-methoxy-quinoline-3-carbonitrile | HCID 10161561 | — |
Reaction Conditions
| Temperature | 135 °C |
|---|
Reaction Steps
Using an analogous procedure to that described in Example 157, 196.5 mg (0.5 mmol) of the 7-(2-chloro-ethoxy)-4-(1H-indazol-6-ylamino)-6-methoxy-quinoline-3-carbonitrile, 505.8 mg (5.0 mmol) of 4-hydroxypiperidine and 75.0 mg (0.5 mmol) of sodium iodide in 5 mL of DME was heated at 135° C. for 16 hr. The work up gave 97.9 mg (42.8%) of the product as a off white solid, m.p. 174° C. (dec.), mass (electrospray, m/e): M+H 459.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06288082B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-d9dada9550d148e89b6e405060d4c624 |
| Source note | uspto-grants-2001_09 |