Sodium Iodide → HCID 21704788, compound

HRID 1595809Notes

Reaction equation

HRID 1595809 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9]([NH:17][C:18]3[CH:26]=[C:25]4[C:21]([CH:22]=[N:23][NH:24]4)=[CH:20][CH:19]=3)=[C:10]([C:15]#[N:16])[CH:11]=[N:12]2)=[CH:7][C:6]=1[O:27][CH3:28].[O:29]1[CH2:33][CH2:32][O:31][CH:30]1[CH2:34][NH:35][CH3:36].[I-].[Na+]>COCCOC>[O:29]1[CH2:33][CH2:32][O:31][CH:30]1[CH2:34][N:35]([CH3:36])[CH2:2][CH2:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9]([NH:17][C:18]3[CH:26]=[C:25]4[C:21]([CH:22]=[N:23][NH:24]4)=[CH:20][CH:19]=3)=[C:10]([C:15]#[N:16])[CH:11]=[N:12]2)=[CH:7][C:6]=1[O:27][CH3:28]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 5417541,3-Dioxolane-2-methanamine, N-methyl-HCID 102940037-(2-Chloroethoxy)-4-(1H-indazol-6-ylamino)-6-methoxyquinoline-3-carbonitrile

Product 1

HCID 21704788HCID 21704788, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
135 °C

Procedure

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, 515.5 mg (4.4 mmol) of 2-([1,3]-dioxolan-2-ylmethyl-methylamine 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 136.1 mg (65.2%) of the product as a yellow solid, m.p. 185-187° C., mass (electrospray, m/e): M+H 475.1

Sources & evidence

ORD record
ord-83db98b083544a258fcd0796aef0bf79
Source dataset
uspto-grants-2001_09
Patent number
US06288082B1

Reaction notes

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