Nilutamide → HCID 49764093, compound

HRID 468576Notes

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(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(F)(F)F)[CH:15]=2)[C:7]1=[O:27].CC1(C)NC(=O)N(C2C=CC([N+]([O-])=O)=C([C:66]([F:69])([F:68])[F:67])C=2)C1=O>>[CH2:1]([N:28]1[C:32]([CH3:33])([CH3:34])[C:31](=[O:35])[N:30]([C:36]2[CH:37]=[CH:38][C:39]([N+:42]([O-:44])=[O:43])=[CH:40][C:41]=2[C:66]([F:69])([F:68])[F:67])[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])=[CH:16][C:15]=2[C:66]([F:69])([F:68])[F:67])[C:7]1=[O:27]

Participants

Reactant 2

HCID 4493Nilutamide

HCID 46937259HCID 46937259, compound

Product 1

HCID 49764093HCID 49764093, compoundYield 12%

Procedure

The experimental protocol used is the same as that described for the synthesis of the compound of Example 2, intermediate 11.1 replacing 5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]-imidazolidine-2,4-dione. The expected compound is obtained in the form of a light yellow foam with a yield of 12%.

Sources & evidence

ORD record: ord-6b46cc2190e94b52989a804d67020e88
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08624037B2

Reaction notes

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