3-(5-Methylthiazol-2-yl)benzaldehyde → 6-(2-Methoxynaphthalen-1-yl)-1-(3-(5-methylthiazol-2-yl)benzyl)piperidin-2-one

HRID 594754Notes

Reaction equation

HRID 594754 reaction equation
[NH2:1][CH:2]([C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][C:11]=1[O:20][CH3:21])[CH2:3][CH2:4][CH2:5][C:6]([O:8]C)=O.[CH3:22][C:23]1[S:27][C:26]([C:28]2[CH:29]=[C:30]([CH:33]=[CH:34][CH:35]=2)[CH:31]=O)=[N:25][CH:24]=1>>[CH3:21][O:20][C:11]1[CH:12]=[CH:13][C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]=1[CH:2]1[N:1]([CH2:31][C:30]2[CH:33]=[CH:34][CH:35]=[C:28]([C:26]3[S:27][C:23]([CH3:22])=[CH:24][N:25]=3)[CH:29]=2)[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 532737233-(5-Methylthiazol-2-yl)benzaldehydeHCID 69082274Methyl 5-amino-5-(2-methoxynaphthalen-1-yl)pentanoate

Product 1

HCID 690832646-(2-Methoxynaphthalen-1-yl)-1-(3-(5-methylthiazol-2-yl)benzyl)piperidin-2-one

Procedure

Prepared according to general procedure 1 (GP1) using methyl 5-amino-5-(2-methoxynaphthalen-1-yl)pentanoate and 3-(5-methylthiazol-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.92 min.; [M+H]+: 443.13 g/mol.

Workup

  1. customPrepared
  2. customSubsequent purification by preparative HPLC
  3. customafforded the target compound

Sources & evidence

ORD record
ord-70ad9b75580743e28d59837628cef057
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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