Dibenzo(b,d)furan-2-carboxaldehyde → 1-(Dibenzo[b,d]furan-2-ylmethyl)-5-(2,6-dimethoxyphenyl)pyrrolidin-2-one

HRID 594545Notes

Reaction equation

HRID 594545 reaction equation
[NH2:1][CH:2]([C:9]1[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:10]=1[O:17][CH3:18])[CH2:3][CH2:4][C:5]([O:7]C)=O.[CH:19]1[C:27]2[C:26]3[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=3[O:24][C:23]=2[CH:22]=[CH:21][C:20]=1[CH:32]=O>>[CH:19]1[C:27]2[C:26]3[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=3[O:24][C:23]=2[CH:22]=[CH:21][C:20]=1[CH2:32][N:1]1[CH:2]([C:9]2[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:10]=2[O:17][CH3:18])[CH2:3][CH2:4][C:5]1=[O:7]

Participants

3

Reactant 2

HCID 220843Dibenzo(b,d)furan-2-carboxaldehydeHCID 69082397Methyl 4-amino-4-(2,6-dimethoxyphenyl)butanoate

Product 1

HCID 866956441-(Dibenzo[b,d]furan-2-ylmethyl)-5-(2,6-dimethoxyphenyl)pyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of methyl 4-amino-4-(2,6-dimethoxyphenyl)butanoate with commercially available dibenzo[b,d]furan-2-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.92 min.; [M+H]+: δ 401.83 g/mol.

Workup

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

Sources & evidence

ORD record
ord-c58caee060664c22824962af32ab73f4
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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