1,2,3,4-Tetrahydro-1-naphthoic acid → HCID 10224574, compound

HRID 2265355Notes

Reaction equation

[CH:1]1([C:11]([OH:13])=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[CH2:14]([N:16]1[C:20]([CH3:21])=[C:19]([CH2:22][NH:23][C:24]2[CH:29]=[CH:28][C:27]([CH:30]([CH3:32])[CH3:31])=[CH:26][CH:25]=2)[C:18]([CH3:33])=[N:17]1)[CH3:15]>>[CH2:14]([N:16]1[C:20]([CH3:21])=[C:19]([CH2:22][N:23]([C:24]2[CH:25]=[CH:26][C:27]([CH:30]([CH3:32])[CH3:31])=[CH:28][CH:29]=2)[C:11]([CH:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3][CH2:2]2)=[O:13])[C:18]([CH3:33])=[N:17]1)[CH3:15]

Participants

Reactant 2

HCID 125981461,2,3,4-Tetrahydro-1-naphthoic acid

HCID 67184103HCID 67184103, compound

Product 1

HCID 10224574HCID 10224574, compoundYield 30.1%

Procedure

By the reaction and treatment in the same manner as in Example 4 using 1,2,3,4-tetrahydronaphthalene-1-carboxylic acid (0.5 g) and [(1-ethyl-3,5-dimethylpyrazol-4-yl)methyl](4-isopropylphenyl)amine (0.65 g) as starting materials, N-[(1-ethyl-3,5-dimethylpyrazol-4-yl)methyl]-N-(4-isopropylphenyl)-1,2,3,4-tetrahydronaphthalene-1-carboxamide (0.31 g) was obtained. Oxalic acid was added to this compound. By recrystallization from ethyl acetate, N-[(1-ethyl-3,5-dimethylpyrazol-4-yl)methyl]-N-(4-isopropylphenyl)-1,2,3,4-tetrahydronaphthalene-1-carboxamide ½ oxalate ½ hydrate (0.03 g) was obtained. melting point: 142-143° C.

Sources & evidence

ORD record: ord-5233f336e1af430f8c243e86d309a2e0
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07855297B2

Reaction notes

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