Morpholine → (4-Cyano-5-morpholin-4-yl-2-nitro-phenyl)-carbamic acid tert-butyl ester

HRID 1266726Notes

Reaction equation

HRID 1266726 reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[C:12](F)[C:11]([C:15]#[N:16])=[CH:10][C:9]=1[N+:17]([O-:19])=[O:18])([CH3:4])([CH3:3])[CH3:2].[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>CS(C)=O>[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[C:12]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[C:11]([C:15]#[N:16])=[CH:10][C:9]=1[N+:17]([O-:19])=[O:18])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 696872744-(Boc-amino)-2-fluoro-5-nitrobenzonitrile

Product 1

HCID 69780848(4-Cyano-5-morpholin-4-yl-2-nitro-phenyl)-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from (4-cyano-5-fluoro-2-nitro-phenyl)-carbamic acid tert-butyl ester (Example A10) (4.67 g, 16.6 mmol) and morpholine (7.21 ml, 82.8 mmol) in DMSO (30 mL) at RT according to the general procedure B. Obtained as a yellow solid (5.01 g, 87%).

Sources & evidence

ORD record
ord-97c00843e0d245dbb4735e6480e28c60
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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