2-Methyl-1,3-benzothiazole-6-carbaldehyde → 6-(2,6-Dimethoxyphenyl)-1-((2-methylbenzo[d]thiazol-6-yl)methyl)piperidin-2-one

HRID 594465Notes

Reaction equation

HRID 594465 reaction equation
[NH2:1][CH:2]([C:10]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=1[O:18][CH3:19])[CH2:3][CH2:4][CH2:5][C:6]([O:8]C)=O.[CH3:20][C:21]1[S:22][C:23]2[CH:29]=[C:28]([CH:30]=O)[CH:27]=[CH:26][C:24]=2[N:25]=1>>[CH3:19][O:18][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([O:16][CH3:17])[C:10]=1[CH:2]1[N:1]([CH2:30][C:28]2[CH:27]=[CH:26][C:24]3[N:25]=[C:21]([CH3:20])[S:22][C:23]=3[CH:29]=2)[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 42855972-Methyl-1,3-benzothiazole-6-carbaldehydeHCID 69082713Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate

Product 1

HCID 690836556-(2,6-Dimethoxyphenyl)-1-((2-methylbenzo[d]thiazol-6-yl)methyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate with 2-methylbenzo[d]thiazole-6-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.77 min.; [M+H]+: 397.01 g/mol.

Workup

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

Sources & evidence

ORD record
ord-0978ca08c2d64ff7b4faa2037cfa8b15
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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