Sodium Iodide → HCID 10115505, compound

HRID 1595808Notes

Reaction equation

HRID 1595808 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].[NH:29]1[CH2:34][CH2:33][S:32][CH2:31][CH2:30]1.[I-].[Na+]>COCCOC>[NH:24]1[C:25]2[C:21](=[CH:20][CH:19]=[C:18]([NH:17][C:9]3[C:8]4[C:13](=[CH:14][C:5]([O:4][CH2:3][CH2:2][N:29]5[CH2:34][CH2:33][S:32][CH2:31][CH2:30]5)=[C:6]([O:27][CH3:28])[CH:7]=4)[N:12]=[CH:11][C:10]=3[C:15]#[N:16])[CH:26]=2)[CH:22]=[N:23]1

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 67164ThiomorpholineHCID 102940037-(2-Chloroethoxy)-4-(1H-indazol-6-ylamino)-6-methoxyquinoline-3-carbonitrile

Product 1

HCID 10115505HCID 10115505, 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, 454.0 mg (4.4 mmol) of thiomopholine 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 108.4 mg (53.5%) of the product as a light yellow solid, m.p. 213-215° C., mass (electrospray, m/e): M+H 461.0.

Sources & evidence

ORD record
ord-4ed967d35adc4b758a88f2671eabed5d
Source dataset
uspto-grants-2001_09
Patent number
US06288082B1

Reaction notes

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