Phthalimide potassium salt → HCID 58168701, compound

HRID 38771Notes

Reaction equation

HRID 38771 reaction equation
Cl[CH2:2][C:3]1[C:4]([C:17]([F:20])([F:19])[F:18])=[N:5][C:6]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=2)=[N:7][CH:8]=1.[C:21]1(=[O:31])[NH:25][C:24](=[O:26])[C:23]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:22]12.[K]>CN(C)C=O>[Cl:16][C:12]1[CH:11]=[C:10]([NH:9][C:6]2[N:5]=[C:4]([C:17]([F:20])([F:19])[F:18])[C:3]([CH2:2][N:25]3[C:21](=[O:31])[C:22]4[C:23](=[CH:27][CH:28]=[CH:29][CH:30]=4)[C:24]3=[O:26])=[CH:8][N:7]=2)[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 24194345Phthalimide potassium saltHCID 58168879HCID 58168879, compound

Product 1

HCID 58168701HCID 58168701, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5-(chloromethyl)-N-(3-chlorophenyl)-4-(trifluoromethyl)pyrimidin-2-amine (544 mg), potassium phthalimide (626 mg), and N,N-dimethylformamide (5.44 mL) was stirred at room temperature for 20 hours. The reaction liquid was concentrated under reduced pressure, and then to the residue was added ethyl acetate (150 mL), followed by washing with water (50 mL) three times, and then with saturated brine (30 mL). The organic layer was dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain crude 2-({2-[(3-chlorophenyl)amino]-4-(trifluoromethyl)pyrimidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione as a pale yellow powder.

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated under reduced pressure
  3. additionto the residue was added ethyl acetate (150 mL)
  4. washby washing with water (50 mL) three times
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-cbd28da249164fba98549532bda1b63d
Source dataset
uspto-grants-2013_09
Patent number
US08524727B2

Reaction notes

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