7-Methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid → N-[(5-ethylthiophen-2-yl)methyl]-N-(4-isopropylphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxamide

HRID 218678Notes

Reaction equation

HRID 218678 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][CH:10]2[C:13]([OH:15])=O)=[CH:5][CH:4]=1.[CH2:16]([C:18]1[S:22][C:21]([CH2:23][NH:24][C:25]2[CH:30]=[CH:29][C:28]([CH:31]([CH3:33])[CH3:32])=[CH:27][CH:26]=2)=[CH:20][CH:19]=1)[CH3:17]>>[CH2:16]([C:18]1[S:22][C:21]([CH2:23][N:24]([C:25]2[CH:26]=[CH:27][C:28]([CH:31]([CH3:32])[CH3:33])=[CH:29][CH:30]=2)[C:13]([CH:10]2[C:11]3[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=3)[CH2:7][CH2:8][CH2:9]2)=[O:15])=[CH:20][CH:19]=1)[CH3:17]

Participants

3

Reactant 2

HCID 132774847-Methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acidHCID 29282954[(5-Ethylthiophen-2-yl)methyl](4-isopropylphenyl)amine

Product 1

HCID 59597319N-[(5-ethylthiophen-2-yl)methyl]-N-(4-isopropylphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxamideYield 14.6%

Procedure

By the reaction and treatment in the same manner as in Example 12 using 7-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid (0.82 g) and [(5-ethylthiophen-2-yl)methyl](4-isopropylphenyl)amine (1.04 g) as starting materials, N-[(5-ethylthiophen-2-yl)methyl]-N-(4-isopropylphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxamide (0.26 g) was obtained. MS (ESI)m/z: 448 [MH]+

Sources & evidence

ORD record
ord-474b3d09f13049a7acad1a2cb669021d
Source dataset
uspto-grants-2012_06
Patent number
US08198454B2

Reaction notes

Loading…