6-Methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid → N-[(1-ethylpyrazol-4-yl)methyl]-N-(4-isopropylphenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxamide

HRID 218608Notes

Reaction equation

HRID 218608 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]([C:13]([OH:15])=O)[CH2:8][CH2:7][CH2:6]2.[CH2:16]([N:18]1[CH: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]=[N:19]1)[CH3:17]>>[CH2:16]([N:18]1[CH: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:9]2[C:10]3[C:5](=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=3)[CH2:6][CH2:7][CH2:8]2)=[O:15])[CH:20]=[N:19]1)[CH3:17]

Participants

3

Reactant 2

HCID 127907946-Methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acidHCID 21957909N-((1-Ethyl-1H-pyrazol-4-yl)methyl)-4-isopropylaniline

Product 1

HCID 59597242N-[(1-ethylpyrazol-4-yl)methyl]-N-(4-isopropylphenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxamideYield 69.4%

Procedure

By the reaction and treatment in the same manner as in Example 4 using 6-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid (0.31 g) and [(1-ethylpyrazol-4-yl)methyl](4-isopropylphenyl)amine (0.37 g) as starting materials, N-[(1-ethylpyrazol-4-yl)methyl]-N-(4-isopropylphenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxamide (0.45 g) was obtained. melting point: 111-113° C.

Sources & evidence

ORD record
ord-a6ac5db162194748b223dc38e2103fd9
Source dataset
uspto-grants-2012_06
Patent number
US08198454B2

Reaction notes

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