3-Quinolinecarboxaldehyde → 5-(2-Fluoro-6-methoxyphenyl)-3-methyl-1-(quinolin-3-ylmethyl)pyrrolidin-2-one

HRID 594692Notes

Reaction equation

HRID 594692 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=1[F:19])[CH2:3][CH:4]([CH3:10])[C:5]([O:7]CC)=O.[N:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[C:22]([CH:30]=O)[CH:21]=1>>[F:19][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([O:17][CH3:18])[C:11]=1[CH:2]1[N:1]([CH2:30][C:22]2[CH:21]=[N:20][C:29]3[C:24]([CH:23]=2)=[CH:25][CH:26]=[CH:27][CH:28]=3)[C:5](=[O:7])[CH:4]([CH3:10])[CH2:3]1

Participants

3

Reactant 2

HCID 836413-QuinolinecarboxaldehydeHCID 69085707Ethyl 4-amino-4-(2-fluoro-6-methoxyphenyl)-2-methylbutanoate

Product 1

HCID 690824165-(2-Fluoro-6-methoxyphenyl)-3-methyl-1-(quinolin-3-ylmethyl)pyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of ethyl 4-amino-4-(2-fluoro-6-methoxyphenyl)-2-methylbutanoate with commercially available quinoline-3-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.60 min.; [M+H]+: 365.01 g/mol.

Workup

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

Sources & evidence

ORD record
ord-deccbacfa15640578ee5a556fb570a92
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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