Acetic Anhydride → (S)-1-(2-benzyl-4-(4-methoxy-3-(1-methylpiperidin-4-yloxy)phenyl)piperazin-1-yl)ethanone

HRID 1423207Notes

Reaction equation

HRID 1423207 reaction equation
Cl.Cl.[CH2:3]([C@@H:10]1[NH:15][CH2:14][CH2:13][N:12]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH:25]3[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]3)[CH:17]=2)[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:32](OC(=O)C)(=[O:34])[CH3:33]>N1C=CC=CC=1>[CH2:3]([C@H:10]1[CH2:11][N:12]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH:25]3[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]3)[CH:17]=2)[CH2:13][CH2:14][N:15]1[C:32](=[O:34])[CH3:33])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 66825019(S)-3-benzyl-1-[4-methoxy-3-(1-methyl-piperidin-4-yloxy)-phenyl]-piperazine dihydrochloride

Product 1

HCID 58189010(S)-1-(2-benzyl-4-(4-methoxy-3-(1-methylpiperidin-4-yloxy)phenyl)piperazin-1-yl)ethanone

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared using the same procedure described in Example 338 from (S)-3-benzyl-1-[4-methoxy-3-(1-methyl-piperidin-4-yloxy)-phenyl]-piperazine dihydrochloride (103 mg, 0.22 mmol) and acetic anhydride (200 μL, 2.11 mmol), and pyridine (2 mL) to afford the title compound as brown waxy solid (47 mg, 49%). LC/MS (Method B) 2.32 min, [M+1]+ 338.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-630b5faeed564b19b865d9fe45e8dcbc
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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