Potassium Carbonate → HCID 57962250, compound

HRID 541562Notes

Reaction equation

HRID 541562 reaction equation
[CH2:1]([C:11]1[CH:12]=[C:13]([CH:15]=[CH:16][CH:17]=1)[NH2:14])[CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7].C(=O)([O-])[O-].[K+].[K+].[Cl:24][C:25]1[N:30]=[C:29](Cl)[C:28]([Cl:32])=[CH:27][N:26]=1>CN(C)C=O>[NH2:14][C:13]1[CH:12]=[C:11]([CH2:1][CH2:2][CH2:3][C:4]2[CH:5]=[C:6]([NH:7][C:27]3[C:28]([Cl:32])=[CH:29][N:30]=[C:25]([Cl:24])[N:26]=3)[CH:8]=[CH:9][CH:10]=2)[CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2372592,4,5-TrichloropyrimidineHCID 22316014HCID 22316014, compound

Product 1

HCID 57962250HCID 57962250, compoundYield 33.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3,3′-propane-1,3-diyldianiline (41.0 mg, 0.181 mmol) in N,N-dimethylformamide (1.0 mL), potassium carbonate (72 mg, 0.52 mmol) was added followed by 2,4,5-trichloropyrimidine (20 μL, 0.17 mmol). The mixture was stirred for 2.5 hours and purified by preparative LCMS (pH 10) to give the desired product (21 mg, 32%). LCMS for C19H19Cl2N4 (M+H)+: m/z=373.1.

Workup

  1. custompurified by preparative LCMS (pH 10)

Sources & evidence

ORD record
ord-d2b9b3014ba24a9495280f24ae024a6e
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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