N-Methylbenzeneethanamine → HCID 69221097, compound

HRID 131676Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([CH3:13])=[N:11][N:12]=2)=[CH:4][C:3]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20](O)=[O:21])=[CH:16][CH:15]=1.[CH3:23][NH:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([CH3:13])=[N:11][N:12]=2)=[CH:4][C:3]=1[C:14]1[CH:15]=[CH:16][C:17]([C:20]([N:24]([CH3:23])[CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:21])=[CH:18][CH:19]=1

Participants

Reactant 2

HCID 11503N-Methylbenzeneethanamine

HCID 112201194-[2-methyl-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]benzoic Acid

Product 1

HCID 69221097HCID 69221097, compound

Procedure

2′-Methyl-N-methyl-5′-(5-methyl-1,3,4-oxadiazol-2-yl)-N-(phenylethyl)-1,1′-biphenyl-4-carboxamide was prepared from 2′-methyl-5′-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1′-biphenyl-4-carboxylic acid and N-methyl-N-(phenylethyl)amine using method M. NMR; δH [2H6]—DMSO 7.89,(1H, dd), 7.75,(1H, d), 7.54,(1H, d), 7.47-7.17,(8H, m), 6.99,(1H, d), 3.69,(1H, m), 3.43,(1H, m), 3.04,(1.5H, s), 2.92,(1H, m), 2.87,(1.5H, s), 2.80,(1H, m), 2.56,(3H, s), 2.31,(3H, s). LCMS; retention time 3.39 min, MH+ 412.

Sources & evidence

ORD record: ord-6307164ece10404faa4d8acf8653b285
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07384963B2

Reaction notes

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