HCID 86732332, compound → HCID 86732334, compound

HRID 517215Notes

Reaction equation

HRID 517215 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[O:32][CH3:33])[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].C(C1C=CC(C(C2C(=O)CCCC=2O)NC(NC2C=C(C(F)(F)[F:54])C=C(F)C=2)=O)=CC=1)#N>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]([C:25]2[C:30](=[O:31])[CH2:29][CH2:28][CH2:27][C:26]=2[O:32][CH3:33])[NH:10][C:11]([NH:13][C:14]2[CH:15]=[C:16]([C:21]([F:22])([F:23])[F:24])[CH:17]=[C:18]([F:54])[CH:19]=2)=[O:12])=[CH:7][CH:8]=1)#[N:2]

Participants

3

Reactant 2

HCID 86732332HCID 86732332, compound2×HCID 86732333HCID 86732333, compound2×

Product 1

HCID 86732334HCID 86732334, compound

Procedure

The title compound is prepared in analogy to 1-((4-cyanophenyl)(2-methoxy-6-oxocyclohex-1-enyl)methyl)-3-(4-fluoro-3-(trifluoromethyl)phenyl)urea (intermediate 46), using 1-((4-cyanophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(3-fluoro-5-(trifluoromethyl)phenyl)urea (intermediate 45, 378 mg, 0.85 mmol) as starting material. Yield: 367 mg; ESI mass spectrum [M+H]+=462; Retention time HPLC: 1.11 min (Z018_S04).

Workup

  1. custom1.11 min (Z018_S04)

Sources & evidence

ORD record
ord-d21bfee0a6a54bb690fe9c667a68908d
Source dataset
uspto-grants-2015_08
Patent number
US09115093B2

Reaction notes

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