N-Methylpiperidine → 3-(2-(4-Methylpiperazin-1-yl)-2-oxoethoxy)benzaldehyde

HRID 592083Notes

Reaction equation

HRID 592083 reaction equation
C(C1C=C(C=CC=1)OCC(O)=O)=O.CN1CCCCC1.[CH:21]([C:23]1[CH:24]=[C:25]([CH:43]=[CH:44][CH:45]=1)[O:26][CH2:27][C:28]([N:30]1[CH2:35][CH2:34][N:33]([C:36](OC(C)(C)C)=O)[CH2:32][CH2:31]1)=[O:29])=[O:22]>>[CH3:36][N:33]1[CH2:34][CH2:35][N:30]([C:28](=[O:29])[CH2:27][O:26][C:25]2[CH:24]=[C:23]([CH:45]=[CH:44][CH:43]=2)[CH:21]=[O:22])[CH2:31][CH2:32]1

Participants

4

Reactant 3

HCID 12291N-MethylpiperidineHCID 6018952-(3-Formylphenoxy)acetic acidHCID 89725867Tert-Butyl 4-(2-(3-formylphenoxy)acetyl)piperazine-1-carboxylate

Product 1

HCID 283794993-(2-(4-Methylpiperazin-1-yl)-2-oxoethoxy)benzaldehydeYield 57%

Procedure

2-(3-Formylphenoxy)acetic acid (48) was treated with 1-methylpiperidine in an analogous manner to Compound 49 to afford the desired product (57%) as a colorless oil. LCMS: 99.0% (M++1).

Sources & evidence

ORD record
ord-4c6068a07dd14ea09da3de5267862156
Source dataset
uspto-grants-2016_01
Patent number
US09238656B2

Reaction notes

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