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(4-Methyl-1-piperazinyl)[tetrahydro-4-(4-methoxyphenyl)-2H-pyran-4-yl]methanone → 1-{[4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-yl]methyl}4-methylpiperazine

HRID 273002
Notes
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Reaction equation

HRID 273002 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:15]([N:17]3[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]3)=O)[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([CH2:15][N:17]3[CH2:18][CH2:19][N:20]([CH3:23])[CH2:21][CH2:22]3)[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 16415282(4-Methyl-1-piperazinyl)[tetrahydro-4-(4-methoxyphenyl)-2H-pyran-4-yl]methanoneHCID 21226445Aluminium lithium hydride

Product 1

HCID 685756701-{[4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-yl]methyl}4-methylpiperazineYield 93%

Procedure

The title compound (428 mg, 93%) was prepared using 1-{[4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-yl]carbonyl}-4-methylpiperazine and lithium aluminium hydride similarly to the procedure used for example 142. HRMS ESI+ m/z 305.2220 [MH]+.

Sources & evidence

ORD record
ord-af4ecec5006f4ff499d196bb3dca204a
Source dataset
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07456164B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes