2-Fluorophenyl isocyanate → HCID 59813803, compound

HRID 1925291Notes

Reaction equation

HRID 1925291 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[C:22]([NH2:26])=[CH:21][CH:20]=[CH:19]2.[F:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[N:34]=[C:35]=[O:36]>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[C:22]([NH:26][C:35]([NH:34][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=1[F:27])=[O:36])=[CH:21][CH:20]=[CH:19]2

Participants

4

Reactant 2

HCID 855882-Fluorophenyl isocyanateHCID 675202746-(6,7-Dimethoxyquinolin-4-yloxy)naphthalen-1-amine

Product 1

HCID 59813803HCID 59813803, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6-(6,7-Dimethoxyquinolin-4-yloxy)naphthalen-1-amine (50 mg, 0.144 mmol) and 2-fluorophenylisocyanate (20 mg, 0.144 mmol) were dissolved in THF (1 mL) then stirred at RT for 16 h. A precipitate formed in the mixture and was collected on a glass frit, washing with minimal THF then CH2Cl2 to give N-(6-((6,7-bis(methoxy)-4-quinolinyl)oxy)-1-naphthalenyl)-N′-(2-fluorophenyl)urea as an off-white solid. MS (ESI, pos. ion) m/z: 484.2 (M+1). Mass Calc'd for C28H22FN3O4: 483.50

Workup

  1. customA precipitate formed in the mixture
  2. customwas collected on a glass frit
  3. washwashing with minimal THF

Sources & evidence

ORD record
ord-66cd2246c7b94772acd03c2f67bef57b
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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