Nilutamide → HCID 49764092, compound

HRID 468575Notes

Reaction equation

[CH2:1]([N:28]1[C:32]([CH3:34])([CH3:33])[C:31](=[O:35])[N:30]([C:36]2[CH:41]=[CH:40][C:39]([N+:42]([O-:44])=[O:43])=[C:38]([C:45](F)(F)F)[CH:37]=2)[C:29]1=[O:49])[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:10]([CH3:12])([CH3:11])[C:9](=[O:13])[N:8]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[C:16]([C:23](F)(F)F)[CH:15]=2)[C:7]1=[O:27].CC1(C)NC(=O)N(C2C=CC([N+]([O-])=O)=C(C(F)(F)F)C=2)C1=O>>[CH2:5]([N:6]1[C:10]([CH3:12])([CH3:11])[C:9](=[O:13])[N:8]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[C:16]([CH3:23])[CH:15]=2)[C:7]1=[O:27])[CH2:4][CH2:3][CH2:2][CH2:1][N:28]1[C:32]([CH3:34])([CH3:33])[C:31](=[O:35])[N:30]([C:36]2[CH:41]=[CH:40][C:39]([N+:42]([O-:44])=[O:43])=[C:38]([CH3:45])[CH:37]=2)[C:29]1=[O:49]

Participants

Reactant 2

HCID 4493Nilutamide

HCID 46937259HCID 46937259, compound

Product 1

HCID 49764092HCID 49764092, compoundYield 67%

Procedure

The experimental protocol used is the same as that described for the synthesis of the compound of Example 2, intermediate 10.1 replacing 5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]-imidazolidine-2,4-dione. The expected compound is obtained in the form of a white solid with a yield of 67% (495 mg). Melting point: 130-131° C.

Sources & evidence

ORD record: ord-9a9c90681bf147f5b016f6704dfbcd29
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08624037B2

Reaction notes

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