5-Benzyloxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid → 5-benzyloxy-N-(4-butylphenyl)-N-[(4-dimethylaminophenyl)methyl]-1,2,3,4-tetrahydronaphthalene-1-carboxamide

HRID 2265456Notes

Reaction equation

HRID 2265456 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH2:11][CH2:12][CH2:13][CH:14]2[C:19]([OH:21])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:22]([C:26]1[CH:31]=[CH:30][C:29]([NH:32][CH2:33][C:34]2[CH:39]=[CH:38][C:37]([N:40]([CH3:42])[CH3:41])=[CH:36][CH:35]=2)=[CH:28][CH:27]=1)[CH2:23][CH2:24][CH3:25]>>[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH2:11][CH2:12][CH2:13][CH:14]2[C:19]([N:32]([C:29]1[CH:28]=[CH:27][C:26]([CH2:22][CH2:23][CH2:24][CH3:25])=[CH:31][CH:30]=1)[CH2:33][C:34]1[CH:35]=[CH:36][C:37]([N:40]([CH3:42])[CH3:41])=[CH:38][CH:39]=1)=[O:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 112083185-Benzyloxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acidHCID 21957943(4-Butylphenyl)[(4-dimethylaminophenyl)methyl]amine

Product 1

HCID 671837615-benzyloxy-N-(4-butylphenyl)-N-[(4-dimethylaminophenyl)methyl]-1,2,3,4-tetrahydronaphthalene-1-carboxamideYield 92%

Procedure

By the reaction and treatment in the same manner as in Example 12 using 5-benzyloxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid (0.66 g) and (4-butylphenyl)[(4-dimethylaminophenyl)methyl]amine (0.55 g) as starting materials, 5-benzyloxy-N-(4-butylphenyl)-N-[(4-dimethylaminophenyl)methyl]-1,2,3,4-tetrahydronaphthalene-1-carboxamide (0.98 g) was obtained. By the reaction and treatment in the same manner as in Example 17 using this compound, N-(4-butylphenyl)-N-[(4-dimethylaminophenyl)methyl]-5-hydroxy-1,2,3,4-tetrahydronaphthalene-1-carboxamide (0.44 g) was obtained. melting point: 138° C.

Sources & evidence

ORD record
ord-4507d81880204bc5ae32aff7eaf315db
Source dataset
uspto-grants-2010_12
Patent number
US07855297B2

Reaction notes

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