tert-butyl 7-((3-cyano-4-(4-cyano-3-fluorophenoxy)benzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate → 4-(2-Cyano-4-(((5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)p-henoxy)-2-fluorobenzonitrile

HRID 873188Notes

Reaction equation

HRID 873188 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]=[CH:33][C:32]([C:35]#[N:36])=[C:31]([F:37])[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]>C(Cl)Cl.C(O)(C(F)(F)F)=O>[C:1]([C:3]1[CH:4]=[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:25]=[CH:26][C:27]=1[O:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]#[N:36])=[C:31]([F:37])[CH:30]=1)#[N:2]

Participants

4

Reactant 1

HCID 71241044tert-butyl 7-((3-cyano-4-(4-cyano-3-fluorophenoxy)benzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate

Product 1

HCID 712411294-(2-Cyano-4-(((5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)p-henoxy)-2-fluorobenzonitrile

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

Prepared in a manner similar to that described for E60 using tert-butyl 7-((3-cyano-4-(4-cyano-3-fluorophenoxy)benzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate (70 mg, 0.139 mmol) in DCM (4 mL) and TFA (0.5 mL).

Workup

  1. customPrepared in a manner similar to

Sources & evidence

ORD record
ord-2a33fd285afc4069a54f01073692a5d9
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

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