HCID 71243753, compound → HCID 86724202, compound

HRID 873193Notes

Reaction equation

HRID 873193 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:36]=[CH:37][CH:38]=1)[O:6][C:7]1[CH:31]=[CH:30][C:10]([CH2:11][O:12][C:13]2[CH:14]=[C:15]3[N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20][N:16]3[C:17](=[O:19])[N:18]=2)=[CH:9][C:8]=1[C:32]([F:35])([F:34])[F:33])#[N:2]>CN(C=O)C.CCOC(C)=O.O>[O:19]=[C:17]1[N:16]2[CH2:20][CH2:21][NH:22][C:15]2=[CH:14][C:13]([O:12][CH2:11][C:10]2[CH:30]=[CH:31][C:7]([O:6][C:5]3[CH:4]=[C:3]([CH:38]=[CH:37][CH:36]=3)[C:1]#[N:2])=[C:8]([C:32]([F:34])([F:35])[F:33])[CH:9]=2)=[N:18]1

Participants

5

Reactant 1

HCID 71243753HCID 71243753, compound

Product 1

HCID 86724202HCID 86724202, compoundYield 13.7%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl 7-((4-(3-cyanophenoxy)-3-(trifluoromethyl)benzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate (27 mg, 0.051 mmol) in DMF (2 mL) was added silica gel. The reaction mixture was sealed in a microwave vial and irradiated with a microwave at 120° C. for 4 h, and then diluted with EtOAc and water. Separated organic portions were dried over anhydrous Na2SO4, filtered and concentrated. Purification via MDAP afforded the title product (3 mg).

Workup

  1. customThe reaction mixture was sealed in a microwave vial
  2. customirradiated with a microwave at 120° C. for 4 h
  3. dry with materialSeparated organic portions were dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification via MDAP

Sources & evidence

ORD record
ord-d6b683b6602a4741bb4120eec9a793d1
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

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