4-Fluorophenyl isocyanate → HCID 21101787, compound

HRID 1353316Notes

Reaction equation

HRID 1353316 reaction equation
[Cl:1][C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([C:6]([N:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[O:28])=[CH:22][CH:21]=1.CCCCCC.CCOC(C)=O>CN(C1C=CN=CC=1)C.C1COCC1>[Cl:1][C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([C:6]([N:13]3[CH2:18][CH2:17][N:16]([C:27]([NH:26][C:23]4[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=4)=[O:28])[CH2:15][CH2:14]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 709554-Fluorophenyl isocyanateHCID 21101967HCID 21101967, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 21101787HCID 21101787, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 8028TetrahydrofuranSolvent

Procedure

7-Chloro-8-methyl-4-(piperazin-1-yl)quinoline (80 mg, 0.31 mmol), 4-fluorophenyl isocyanate (57 μL, 0.5 mmol), and DMAP (2 mg) in THF (10 mL) are reacted according to method C yielding the product as a yellow solid after column chromatography with hexane-EtOAc.

Sources & evidence

ORD record
ord-ac47a97fc41e42a38c1b5d9680f79728
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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