tert-butyl 7-((3-cyano-4-(3-fluoro-5-(trifluoromethyl)phenoxy)benzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate → 2-(3-Fluoro-5-(trifluoromethyl)phenoxy)-5-(((5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)benzonitrile

HRID 873226Notes

Reaction equation

HRID 873226 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][C:27]=1[O:28][C:29]1[CH:34]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:32]=[C:31]([F:39])[CH:30]=1)[CH2:6][O:7][C:8]1[CH:9]=[C:10]2[N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15][N:11]2[C:12](=[O:14])[N:13]=1)#[N:2]>CN(C=O)C>[F:39][C:31]1[CH:30]=[C:29]([CH:34]=[C:33]([C:35]([F:36])([F:38])[F:37])[CH:32]=1)[O:28][C:27]1[CH:26]=[CH:25][C:5]([CH2:6][O:7][C:8]2[CH:9]=[C:10]3[NH:17][CH2:16][CH2:15][N:11]3[C:12](=[O:14])[N:13]=2)=[CH:4][C:3]=1[C:1]#[N:2]

Participants

3

Reactant 1

HCID 86724176tert-butyl 7-((3-cyano-4-(3-fluoro-5-(trifluoromethyl)phenoxy)benzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate

Product 1

HCID 712409502-(3-Fluoro-5-(trifluoromethyl)phenoxy)-5-(((5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared in a manner similar to that described for E71 using tert-butyl 7-((3-cyano-4-(3-fluoro-5-(trifluoromethyl)phenoxy)benzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimi-dine-1 (5H)-carboxylate (50 mg, 0.091 mmol) in DMF (2 mL) and silica gel.

Workup

  1. customPrepared in a manner similar to

Sources & evidence

ORD record
ord-7d50c2a2d8cf4d429e72ad81b6f37f84
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

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