Sodium Iodide → HCID 18962995, compound

HRID 1707277Notes

Reaction equation

HRID 1707277 reaction equation
[C:1]([C:4]1[CH:5]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=2)[C:6]([C:12](=[O:19])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]Br)=[C:7]([CH3:11])[NH:8][C:9]=1[CH3:10])(=[O:3])[CH3:2].[I-].[Na+].[ClH:31].[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(#N)C>[ClH:31].[C:1]([C:4]1[CH:5]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=2)[C:6]([C:12](=[O:19])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][N:41]2[CH2:42][CH2:43][C:38]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)([C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)[CH2:39][CH2:40]2)=[C:7]([CH3:11])[NH:8][C:9]=1[CH3:10])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 30475044,4-Diphenylpiperidine hydrochlorideHCID 18962945HCID 18962945, compound

Product 1

HCID 18962995HCID 18962995, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

9 g (20 mmol) 5-acetyl-1,4-dihydro-2,6-dimethyl-3-(6-bromohexanoyl)4-(3-nitrophenyl) -pyridine are reacted first with 6 g (40 mmol) sodium iodide, as described for starting compound B, and then with 11 g (38 mmol) 4,4-diphenylpiperidine hydrochloride. Working up is carried out as described for starting compound B. The crude product is chromatographed with toluene/acetone=1/1. The product thus obtained is taken up in 20 ml acetonitrile. The title compound is precipitated by addition of ethereal hydrochloric acid. Yield: 4 g (31%). M.p. 136° C. decomp. (acetonitrile).

Workup

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

Sources & evidence

ORD record
ord-aa7536cbd6fb4642ad430f218727c3f4
Source dataset
uspto-grants-1994_10
Patent number
US05352684

Reaction notes

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