5-Benzyloxy-8-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid → 5-benzyloxy-N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)-8-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxamide

HRID 218673Notes

Reaction equation

HRID 218673 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]([CH3:19])=[C:15]2[C:10]=1[CH2:11][CH2:12][CH2:13][CH:14]2[C:20](O)=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][N:24]([CH3:42])[C:25]1[CH:30]=[CH:29][C:28]([CH2:31][NH:32][C:33]2[CH:38]=[CH:37][C:36]([CH:39]([CH3:41])[CH3:40])=[CH:35][CH:34]=2)=[CH:27][CH:26]=1>>[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]([CH3:19])=[C:15]2[C:10]=1[CH2:11][CH2:12][CH2:13][CH:14]2[C:20]([N:32]([CH2:31][C:28]1[CH:27]=[CH:26][C:25]([N:24]([CH3:42])[CH3:23])=[CH:30][CH:29]=1)[C:33]1[CH:38]=[CH:37][C:36]([CH:39]([CH3:40])[CH3:41])=[CH:35][CH:34]=1)=[O:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 178545025-Benzyloxy-8-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxylic acidHCID 21957887N-(4-(Dimethylamino)benzyl)-4-isopropylbenzenamine

Product 1

HCID 595973085-benzyloxy-N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)-8-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxamideYield 65.5%

Procedure

By the reaction and treatment in the same manner as in Example 12 using 5-benzyloxy-8-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid (0.5 g) and [(4-dimethylaminophenyl)methyl](4-isopropylphenyl)amine (0.45 g) as starting materials, 5-benzyloxy-N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)-8-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxamide (0.6 g) was obtained.

Sources & evidence

ORD record
ord-0eedd7b697074004873ba5bb6b050419
Source dataset
uspto-grants-2012_06
Patent number
US08198454B2

Reaction notes

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