Sodium Iodide → HCID 18962958, compound

HRID 1707275Notes

Reaction equation

HRID 1707275 reaction equation
[C:1]([CH:4]1[C:9](C)([CH3:10])[NH:8][C:7](C)([CH3:12])[CH:6]([C:14](=[O:20])[CH2:15][CH2:16][CH2:17][CH2:18][Cl:19])[CH:5]1[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[C:22]=1[Cl:28])(=[O:3])[CH3:2].[I-].[Na+].Cl.[C:32]1([C:38]2([C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>C(O)(C)C.C(OCC)C>[ClH:19].[C:1]([C:4]1[CH:5]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[C:22]=2[Cl:28])[C:6]([C:14](=[O:20])[CH2:15][CH2:16][CH2:17][CH2:18][N:41]2[CH2:40][CH2:39][C:38]([C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)([C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH2:43][CH2:42]2)=[C:7]([CH3:12])[NH:8][C:9]=1[CH3:10])(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 5238Sodium IodideHCID 30475044,4-Diphenylpiperidine hydrochlorideHCID 18963001HCID 18963001, compound

Product 1

HCID 18962958HCID 18962958, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 3776IsopropanolSolvent

Procedure

5 g (12 mmol) 5-acetyl-4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-2,6-dimethyl-3-(5-chloropentanoyl)-pyridine are reacted first with 3.6 g (24 mmol) sodium iodide and then with 6.9 g (24 mmol) 4,4-diphenylpiperidine hydrochloride, as described for starting compound B. Working up is carried out as described for starting compound B. The crude product is chromatographed with toluene/acetone=7/3. The product thus obtained is taken up in 20 ml isopropanol and the mixture is diluted with 5 ml diethyl ether. The title compound is precipitated by addition of ethereal hydrochloric acid. Yield: 2.3 g (30%). M.p. 258°-259° C. decomp. (acetonitrile).

Workup

  1. customThe crude product is chromatographed with toluene/acetone=7/3
  2. customThe product thus obtained
  3. customThe title compound is precipitated by addition of ethereal hydrochloric acid

Sources & evidence

ORD record
ord-d0a2d8f2a3c74df8be450d3049b0402d
Source dataset
uspto-grants-1994_10
Patent number
US05352684

Reaction notes

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