Sodium Iodide → 7-{2-[(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	2-(Methylamino)ethanol	HCID 8016	—
Reactant	7-(2-Chloroethoxy)-4-(1H-indazol-6-ylamino)-6-methoxyquinoline-3-carbonitrile	HCID 10294003	—
Solvent	1,2-Dimethoxyethane	HCID 8071	—
Product	7-{2-[(2-hydroxy-ethyl)-amino]-ethoxy}-4(1H-indazol-6-ylamino)-6-methoxy-quinoline-3-carbonitrile	HCID 10136789	—

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, 375.6 mg (5.0 mmol) of 2-(methylamino)-ethanol and 75.0 mg (0.5 mmol) of sodium iodide in 5 mL of DME was heated at 135° C. for 15 hr. The work up gave 116.4 mg (54.0%) of the product as a yellow solid, m.p. 179° C. (dec.), mass (electrospray, m/e): M+H 433.0.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06288082B1
Source dataset	uspto-grants-2001_09
ORD ID	ord-165feff1ffc940358f5b3f856602b164
Source note	uspto-grants-2001_09