HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 7-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-ethoxy]-4-(1H-indazol-6-ylamino)-6-methoxy-quinoline-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1,2,3,4-Tetrahydroisoquinoline | HCID 7046 | — |
| Reactant | 7-(2-Chloroethoxy)-4-(1H-indazol-6-ylamino)-6-methoxyquinoline-3-carbonitrile | HCID 10294003 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 7-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-ethoxy]-4-(1H-indazol-6-ylamino)-6-methoxy-quinoline-3-carbonitrile | HCID 10278096 | — |
Reaction Conditions
| Temperature | 135 °C |
|---|
Reaction Steps
Using an analogous procedure to that described in Example 157, 173.0 mg (0.44 mmol) of the 7-(2-chloro-ethoxy)-4-(1H-indazol-6-ylamino)-6-methoxy-quinoline-3-carbonitrile, 586.0 mg (4.4 mmol) of 1,2,3,4-tetrahydroisoquinoline and 66.0 mg (0.44 mmol) of sodium iodide in 4 mL of DME was heated at 135° C. for 16 hr. The work up gave 109.3 mg (50.6%) of the product as a yellow solid, m.p. 170-173° C., mass (electrospray, m/e): M+H 491.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06288082B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-c6262d3dc1cf413bbe4b7666c85dae4c |
| Source note | uspto-grants-2001_09 |