Dibenzo(b,d)furan-2-carboxaldehyde → 1-(Dibenzo[b,d]furan-2-ylmethyl)-5-(2,4-dimethoxypyridin-3-yl)-3-methylpyrrolidin-2-one

HRID 594688Notes

Reaction equation

HRID 594688 reaction equation
[NH2:1][CH:2]([C:10]1[C:11]([O:18][CH3:19])=[N:12][CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH2:3][CH:4]([CH3:9])[C:5]([O:7]C)=O.[CH:20]1[C:28]2[C:27]3[CH:29]=[CH:30][CH:31]=[CH:32][C:26]=3[O:25][C:24]=2[CH:23]=[CH:22][C:21]=1[CH:33]=O>>[CH:20]1[C:28]2[C:27]3[CH:29]=[CH:30][CH:31]=[CH:32][C:26]=3[O:25][C:24]=2[CH:23]=[CH:22][C:21]=1[CH2:33][N:1]1[CH:2]([C:10]2[C:11]([O:18][CH3:19])=[N:12][CH:13]=[CH:14][C:15]=2[O:16][CH3:17])[CH2:3][CH:4]([CH3:9])[C:5]1=[O:7]

Participants

3

Reactant 2

HCID 220843Dibenzo(b,d)furan-2-carboxaldehydeHCID 69085168Methyl 4-amino-4-(2,4-dimethoxypyridin-3-yl)-2-methylbutanoate

Product 1

HCID 690931521-(Dibenzo[b,d]furan-2-ylmethyl)-5-(2,4-dimethoxypyridin-3-yl)-3-methylpyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of methyl 4-amino-4-(2,4-dimethoxypyridin-3-yl)-2-methylbutanoate with commercially available dibenzo[b,d]furan-2-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.85 min.; [M+H]+: 416.90 g/mol.

Workup

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

Sources & evidence

ORD record
ord-8d552ede2a87412496770a60f0fb5ec5
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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