6-(1H-Pyrazol-1-yl)-2-pyridinecarboxaldehyde → 1-((6-(1H-pyrazol-1-yl)pyridin-2-yl)methyl)-5-(2,6-dimethoxyphenyl)-3-methylpyrrolidin-2-one

HRID 594573Notes

Reaction equation

HRID 594573 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=1[O:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]([O:7]CC)=O.[N:21]1([C:26]2[N:31]=[C:30]([CH:32]=O)[CH:29]=[CH:28][CH:27]=2)[CH:25]=[CH:24][CH:23]=[N:22]1>>[N:21]1([C:26]2[N:31]=[C:30]([CH2:32][N:1]3[CH:2]([C:11]4[C:12]([O:19][CH3:20])=[CH:13][CH:14]=[CH:15][C:16]=4[O:17][CH3:18])[CH2:3][CH:4]([CH3:10])[C:5]3=[O:7])[CH:29]=[CH:28][CH:27]=2)[CH:25]=[CH:24][CH:23]=[N:22]1

Participants

3

Reactant 2

HCID 105114076-(1H-Pyrazol-1-yl)-2-pyridinecarboxaldehydeHCID 69085588Ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate

Product 1

HCID 690857181-((6-(1H-pyrazol-1-yl)pyridin-2-yl)methyl)-5-(2,6-dimethoxyphenyl)-3-methylpyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate with 6-(1H-pyrazol-1-yl)picolinaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.80 min.; [M+H]+: 393.10 g/mol.

Workup

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

Sources & evidence

ORD record
ord-13c8c0222cb04f739c3e920bfc92ab58
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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