2-((5-Methoxy-1H-indol-6-yl)oxy)-N,N-dimethylethan-1-amine → 6-(2-Dimethylaminoethoxy)-5-methoxy-1-(2-methylbiphenyl-4-carbonyl)-1H-indole

HRID 399279Notes

Reaction equation

HRID 399279 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([OH:10])=O)[CH:5]=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[CH3:17][N:18]([CH3:33])[CH2:19][CH2:20][O:21][C:22]1[CH:30]=[C:29]2[C:25]([CH:26]=[CH:27][NH:28]2)=[CH:24][C:23]=1[O:31][CH3:32].C(C1C=CC(C2C=CC(C(O)=O)=CC=2)=CC=1C)(=O)C>>[CH3:17][N:18]([CH3:33])[CH2:19][CH2:20][O:21][C:22]1[CH:30]=[C:29]2[C:25]([CH:26]=[CH:27][N:28]2[C:8]([C:6]2[CH:5]=[CH:4][C:3]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:2]([CH3:1])[CH:7]=2)=[O:10])=[CH:24][C:23]=1[O:31][CH3:32]

Participants

4

Reactant 3

HCID 105376592-((5-Methoxy-1H-indol-6-yl)oxy)-N,N-dimethylethan-1-amineHCID 189704934'-Acetyl-3'-methylbiphenyl-4-carboxylic acidHCID 215218102-Methyl-[1,1'-biphenyl]-4-carboxylic acid

Product 1

HCID 189704986-(2-Dimethylaminoethoxy)-5-methoxy-1-(2-methylbiphenyl-4-carbonyl)-1H-indole

Procedure

The title compound was prepared from 2-methylbiphenyl-4-carboxylic acid (D23) and 6-(2-dimethylaminoethoxy)-5-methoxy-1H-indole (D13) using a similar procedure to Example 4 (80%). This was converted to its oxalate salt to afford a white solid. mp 152°-154° C.

Workup

  1. customto afford a white solid

Sources & evidence

ORD record
ord-d61895a51000490e9919b2b7aaa8ec2b
Source dataset
uspto-grants-1998_10
Patent number
US05817833

Reaction notes

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