Ethyl 4-amino-4-(2-ethoxy-6-fluorophenyl)-2-methylbutanoate → 1-((2-(1H-pyrazol-1-yl)pyridin-4-yl)methyl)-5-(2-ethoxy-6-fluorophenyl)-3-methylpyrrolidin-2-one

HRID 594712Notes

Reaction equation

HRID 594712 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=1[O:18][CH2:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]([O:7]CC)=O.[N:21]1([C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][N:33]=2)[CH:29]=O)[CH:25]=[CH:24][CH:23]=[N:22]1>>[N:21]1([C:26]2[CH:27]=[C:28]([CH2:29][N:1]3[CH:2]([C:11]4[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=4[O:18][CH2:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]3=[O:7])[CH:31]=[CH:32][N:33]=2)[CH:25]=[CH:24][CH:23]=[N:22]1

Participants

3

Reactant 2

HCID 69083532Ethyl 4-amino-4-(2-ethoxy-6-fluorophenyl)-2-methylbutanoateHCID 86695613HCID 86695613, compound

Product 1

HCID 690836561-((2-(1H-pyrazol-1-yl)pyridin-4-yl)methyl)-5-(2-ethoxy-6-fluorophenyl)-3-methylpyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of ethyl 4-amino-4-(2-ethoxy-6-fluorophenyl)-2-methylbutanoate with 2-(1H-pyrazol-1-yl)isonicotinaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.84 min.; [M+H]+: 394.85 g/mol.

Workup

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

Sources & evidence

ORD record
ord-6bb6e4a4cc2243969b369ea5985d0db6
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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