Potassium Iodide → HCID 13476529, compound

HRID 1156337Notes

Reaction equation

HRID 1156337 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. From the aqueous phase (see above), a solid product is filtered off and boiled in 2-propanol. The product is filtered off and dried, yielding a second fraction of 3 parts of 3-[2-[4-(6-fluoro-1H-indol-3-yl)-1-piperidinyl]ethyl]-2,4(1H,3H)-quinazolinedione; mp. 300.6° C.

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-4b0918a8c74d40bfa1c2dfb354b54f1d
Source dataset
uspto-grants-1982_06
Patent number
US04335127

Reaction notes

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