Isatoic Anhydride → HCID 13365992, compound

HRID 620049Notes

Reaction equation

HRID 620049 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH2:7][CH2:6]1.[C:17]12[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=1)[NH:22]C(=O)O[C:18]2=[O:19].C(OCC)(=O)C>CN(C)C=O.O>[N:16]1[CH:15]=[CH:14][CH:13]=[N:12][C:11]=1[N:8]1[CH2:7][CH2:6][N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:18](=[O:19])[C:17]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[NH2:22])[CH2:10][CH2:9]1

Participants

6

Reactant 3

HCID 8359Isatoic AnhydrideHCID 8857Ethyl AcetateHCID 107042273-(4-pyrimidin-2-ylpiperazin-1-yl)propan-1-amine

Product 1

HCID 13365992HCID 13365992, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

0.02 mol of 1-(3-aminopropyl)-4-(2-pyrimidinyl)piperazine is dissolved in 100 ml of absolute dimethylformamide, 0.02 mol of isatoic anhydride is added, and the mixture is stirred for 1 hour. It is diluted with 50 ml of water, shaken with ethyl acetate and the organic phase is evaporated. Purification is by column chromatography over silica gel 60. After elution with methylene chloride/emthanol 93:7, the resulting oil can be crystallised from ethyl acetate with isopropyl ether.

Workup

  1. customthe organic phase is evaporated
  2. customPurification
  3. washAfter elution with methylene chloride/emthanol 93:7
  4. customthe resulting oil can be crystallised from ethyl acetate with isopropyl ether

Sources & evidence

ORD record
ord-db13ec9d9d304db68f3ff5356ef70fc9
Source dataset
uspto-grants-1989_04
Patent number
US04818756

Reaction notes

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