P-Toluic Acid → 2''-Methyl-5''-(4-methyl-benzoylamino)-biphenyl-4-carboxylic acid cyclopopylmethyl-amide

HRID 2114091Notes

Reaction equation

HRID 2114091 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:21])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([NH:16][CH2:17][CH:18]3[CH2:20][CH2:19]3)=[O:15])=[CH:10][CH:9]=2)[CH:7]=1.[CH3:22][C:23]1[CH:31]=[CH:30][C:26]([C:27](O)=[O:28])=[CH:25][CH:24]=1>>[CH:18]1([CH2:17][NH:16][C:14]([C:11]2[CH:12]=[CH:13][C:8]([C:6]3[C:5]([CH3:21])=[CH:4][CH:3]=[C:2]([NH:1][C:27](=[O:28])[C:26]4[CH:30]=[CH:31][C:23]([CH3:22])=[CH:24][CH:25]=4)[CH:7]=3)=[CH:9][CH:10]=2)=[O:15])[CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 7470P-Toluic AcidHCID 113004885'-amino-N-(cyclopropylmethyl)-2'-methyl-1,1'-biphenyl-4-carboxamide

Product 1

HCID 445788042''-Methyl-5''-(4-methyl-benzoylamino)-biphenyl-4-carboxylic acid cyclopopylmethyl-amide

Procedure

N-(4′-{[(Cyclopropylmethyl)amino]carbonyl}-6-methyl-1, 1 ′-biphenyl-3-yl)-4-methylbenzamide was prepared from 5′-amino-N-(cyclopropylmethyl)-2′-methyl-1,1′-biphenyl-4-carboxamide and 4-methylbenzoic acid using method B. NMR; ™H CDCl3 7.87,(1H, s), 7.83,(2H, d), 7.78,(2H, d), 7.60,(1H, dd), 7.49,(1H, d), 7.41,(2H, d), 7.29-7.26,(3H, m), 6.29,(1H, t), 3.35,(2H, m), 2.42,(3H, s), 2.23,(3H, s), 1.09,(1H, m), 0.58,(2H, m), 0.30,(2H, m). LCMS: retention time 3.63 min, MH+399.

Sources & evidence

ORD record
ord-1a9d72f21ef84ebda8d9f7c814a1267b
Source dataset
uspto-grants-2008_10
Patent number
US07432289B2

Reaction notes

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