Sodium Iodide → 8-[3-[4-(2-Pyrimidinyl)-1-piperazinyl]propyloxy]-8-azaspiro-[4.5]decan-7,9-dione hydrochloride hemihydrate

HRID 1761439Notes

Reaction equation

HRID 1761439 reaction equation
Br[CH2:2][CH2:3][CH2:4][O:5][N:6]1[C:15](=[O:16])[CH2:14][C:9]2([CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:8][C:7]1=[O:17].[ClH:18].Cl.[N:20]1[CH:25]=[CH:24][CH:23]=[N:22][C:21]=1[N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1.C([O-])([O-])=O.[K+].[K+].[Na+].[I-]>CC#N>[OH2:5].[ClH:18].[N:20]1[CH:25]=[CH:24][CH:23]=[N:22][C:21]=1[N:26]1[CH2:31][CH2:30][N:29]([CH2:2][CH2:3][CH2:4][O:5][N:6]2[C:15](=[O:16])[CH2:14][C:9]3([CH2:13][CH2:12][CH2:11][CH2:10]3)[CH2:8][C:7]2=[O:17])[CH2:28][CH2:27]1.[N:20]1[CH:25]=[CH:24][CH:23]=[N:22][C:21]=1[N:26]1[CH2:31][CH2:30][N:29]([CH2:2][CH2:3][CH2:4][O:5][N:6]2[C:15](=[O:16])[CH2:14][C:9]3([CH2:13][CH2:12][CH2:11][CH2:10]3)[CH2:8][C:7]2=[O:17])[CH2:28][CH2:27]1.[ClH:18]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 116802722-Piperazinylpyrimidine dihydrochlorideHCID 142805838-(3-Bromopropyloxy)-8-azaspiro[4.5]decan-7,9-dione

Product 1

HCID 1317157338-[3-[4-(2-Pyrimidinyl)-1-piperazinyl]propyloxy]-8-azaspiro-[4.5]decan-7,9-dione hydrochloride hemihydrate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of 8-(3-bromopropyloxy)-8-azaspiro[4.5]decan-7,9-dione (4.0 g) and 1-(2-pyrimidinyl)piperazine dihydrochloride (3.13 g) in 100 ml of dry CH3CN were added K2CO3 (52.9 mmol) and NaI (200 mg). The mixture was heated to 80° with stirring under N2.

Workup

  1. temperatureThe mixture was heated to 80°

Sources & evidence

ORD record
ord-4220afc623024104b9db0919b74cf211
Source dataset
uspto-grants-1989_05
Patent number
US04826846

Reaction notes

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