HCID 59145682, compound → HCID 86732332, compound

HRID 517213Notes

Reaction equation

HRID 517213 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:25]2[C:30](=[O:31])[CH2:29][CH2:28][CH2:27][C:26]=2[OH:32])[NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17](F)=[C:16]([C:21]([F:24])([F:23])[F:22])[CH:15]=2)=[O:12])=[CH:5][CH:4]=1)#[N:2].[F:33]C1C=C(NC(N)=O)C=C(C(F)(F)F)C=1>>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:25]2[C:30](=[O:31])[CH2:29][CH2:28][CH2:27][C:26]=2[OH:32])[NH:10][C:11]([NH:13][C:14]2[CH:15]=[C:16]([C:21]([F:24])([F:22])[F:23])[CH:17]=[C:18]([F:33])[CH:19]=2)=[O:12])=[CH:5][CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 59145682HCID 59145682, compound2×HCID 86732331HCID 86732331, compound2×

Product 1

HCID 86732332HCID 86732332, compound

Procedure

The title compound is prepared in analogy to 1-((4-cyanophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(4-fluoro-3-(trifluoromethyl)phenyl)urea (intermediate 44), using 1-(3-fluoro-5-(trifluoromethyl)phenyl)urea (intermediate 43, 630 mg, 1.99 mmol) as starting material. Yield: 378 mg; ESI mass spectrum [M+H]+=448; Retention time HPLC: 1.07 min (Z018_S04).

Workup

  1. custom1.07 min (Z018_S04)

Sources & evidence

ORD record
ord-5d882cf97c864b36a06bfe4aa204e1dd
Source dataset
uspto-grants-2015_08
Patent number
US09115093B2

Reaction notes

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