Potassium Iodide → HCID 69316521, compound

HRID 2222276Notes

Reaction equation

HRID 2222276 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[C:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH:16]=1.Cl[CH2:18][CH2:19][C:20]1[C:25](=[O:26])[N:24]2[CH:27]=[CH:28][CH:29]=[C:30]([CH3:31])[C:23]2=[N:22][C:21]=1[CH3:32].C(NC(C)C)(C)C.[I-].[K+]>C(#N)C>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[C:11]1[CH2:12][CH2:13][N:14]([CH2:18][CH2:19][C:20]2[C:25](=[O:26])[N:24]3[CH:27]=[CH:28][CH:29]=[C:30]([CH3:31])[C:23]3=[N:22][C:21]=2[CH3:32])[CH2:15][CH:16]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 7912DiisopropylamineHCID 113449595-fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleHCID 12414937HCID 12414937, compound

Product 1

HCID 69316521HCID 69316521, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 5-fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)indole (5.5 g, 0.025 mol), 3-(2-chloroethyl)-2,9-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one (7.2 g, 0.030 mol), diisopropylamine (5 ml) and potassium iodide (1 g) in acetonitrile (100 ml) was heated under reflux for 24 h. After cooling the precipitate was collected and washed with acetonitrile (20 ml), isopropyl alcohol (3×20 ml) and petroleum ether (25 ml) respectively. Yield 7.13 g (67%) of a pale yellow solid. M.p.: 229-230° C.

Workup

  1. temperatureunder reflux for 24 h
  2. temperatureAfter cooling the precipitate
  3. customwas collected
  4. washwashed with acetonitrile (20 ml), isopropyl alcohol (3×20 ml) and petroleum ether (25 ml) respectively

Sources & evidence

ORD record
ord-732c7194e3ae4076a17bfacb87931a20
Source dataset
uspto-grants-2008_05
Patent number
US07371769B2

Reaction notes

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