4-Fluorophenyl isocyanate → HCID 21101734, compound

HRID 1353315Notes

Reaction equation

HRID 1353315 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4]([N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)=[CH:5][C:6]([CH3:12])=[N:7]2.[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.C(Cl)Cl>[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4]([N:13]1[CH2:18][CH2:17][N:16]([C:27]([NH:26][C:23]3[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=3)=[O:28])[CH2:15][CH2:14]1)=[CH:5][C:6]([CH3:12])=[N:7]2

Participants

6

Reactant 3

HCID 709554-Fluorophenyl isocyanateHCID 21101955HCID 21101955, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 21101734HCID 21101734, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

5-Chloro-2-methyl-4-(piperazin-1-yl)quinoline (0.18 g, 0.7 mmol), 4-fluorophenyl isocyanate (91 μL, 0.8 mmol), and DMAP (5 mg) in CH2Cl2 (10 mL) are reacted according to method C yielding the product as a colorless solid after column chromatography with hexane-EtOAc.

Sources & evidence

ORD record
ord-49b5cec3cf3949b086395a5bd02ba716
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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