Sodium Iodide → 7-{2-[Bis-(2-hydroxy-ethyl)-amino]-ethoxy}-4-(1H-indazol-6-ylamino)-6-methoxy-quinoline-3-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	Sodium Iodide	HCID 5238	—
Reactant	Diethanolamine	HCID 8113	—
Reactant	7-(2-Chloroethoxy)-4-(1H-indazol-6-ylamino)-6-methoxyquinoline-3-carbonitrile	HCID 10294003	—
Solvent	1,2-Dimethoxyethane	HCID 8071	—
Product	7-{2-[Bis-(2-hydroxy-ethyl)-amino]-ethoxy}-4-(1H-indazol-6-ylamino)-6-methoxy-quinoline-3-carbonitrile	HCID 10139587	—

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, 525.7 mg (5.0 mmol) of diethanolamine and 75.0 mg (0.5 mmol) of sodium iodide in 6 mL of DME was heated at 135° C. for 15 hr. The work up gave 109.1 mg (47.2%) of the product as a yellow solid, m.p. 150° C. (dec.), mass (electrospray, m/e): M+H 463.0.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06288082B1
Source dataset	uspto-grants-2001_09
ORD ID	ord-0b9b0bb00a654e0a916c02553cb4cf13
Source note	uspto-grants-2001_09