Potassium Iodide → HCID 13476529, compound

HRID 1248223Notes

Reaction equation

HRID 1248223 reaction equation
Cl[CH2:2][CH2:3][N:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]1=[O:15].[F:16][C:17]1[CH:25]=[C:24]2[C:20]([C:21]([CH:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)=[CH:22][NH:23]2)=[CH:19][CH:18]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>O.CC(C)CC(=O)C>[F:16][C:17]1[CH:25]=[C:24]2[C:20]([C:21]([CH:26]3[CH2:31][CH2:30][N:29]([CH2:2][CH2:3][N:4]4[C:13](=[O:14])[C:12]5[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=5)[NH:6][C:5]4=[O:15])[CH2:28][CH2:27]3)=[CH:22][NH:23]2)=[CH:19][CH:18]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 787663-(2-chloroethyl)(1H,3H)quinazoline-2,4-dioneHCID 110960776-fluoro-3-(piperidin-4-yl)-1H-indole

Product 1

HCID 13476529HCID 13476529, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 7909Methyl Isobutyl KetoneSolvent

Procedure

A mixture of 7.5 parts of 3-(2-chloroethyl)-2,4(1H,3H)-quinazolinedione, 6.8 parts of 6-fluoro-3-(4-piperidinyl)-1H-indole, 10 parts of sodium carbonate, 0.1 parts of potassium iodide and 240 parts of 4-methyl-2-pentanone is stirred and refluxed overnight. Water is added and the layers are separated. The aqueous phase is set aside. The organic phase is dried, filtered and evaporated. The solid residue is boiled in 2-propanol. The product is filtered off and dried, yielding a first fraction of 4 parts of 3-[2-[4-(6-fluoro-1H-indol-3-yl)-1-piperidinyl]ethyl]-2,4(1H,3H)-quinazolinedione.

Workup

  1. temperaturerefluxed overnight
  2. customthe layers are separated
  3. customThe organic phase is dried
  4. filtrationfiltered
  5. customevaporated
  6. filtrationThe product is filtered off
  7. customdried

Sources & evidence

ORD record
ord-2f68cf7af3fa4b2eabe89596af62ba12
Source dataset
uspto-grants-1985_06
Patent number
US04522945

Reaction notes

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