5-Benzyloxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid → HCID 67183935, compound

HRID 2265470Notes

Reaction equation

HRID 2265470 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](O)=[O:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:22][C:23]1[CH:28]=[CH:27][C:26]([N-:29][CH2:30][C:31]2[CH:36]=[CH:35][C:34]([N:37]([CH3:39])[CH3:38])=[CH:33][CH:32]=2)=[CH:25][CH:24]=1>>[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:29]([C:26]1[CH:25]=[CH:24][C:23]([Br:22])=[CH:28][CH:27]=1)[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([N:37]([CH3:39])[CH3:38])=[CH:33][CH:32]=1)=[O:20])[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 86639101HCID 86639101, compound

Product 1

HCID 67183935HCID 67183935, compoundYield 99.8%

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 (0.57 g) and (4-bromophenyl)[(4-dimethylaminophenyl)methyl]amide (0.61 g) as starting materials, 5-benzyloxy-N-(4-bromophenyl)-N-[(4-dimethylaminophenyl)methyl]-1,2,3,4-tetrahydronaphthalene-1-carboxamide (1.14 g) was obtained. By the reaction and treatment in the same manner as in Example 133 using this compound, N-(4-bromophenyl)-N-[(dimethylaminophenyl)methyl]-5-hydroxy-1,2,3,4-tetrahydronaphthalene-1-carboxamide (0.23 g) was obtained. melting point: 218-220° C.

Sources & evidence

ORD record
ord-a32c8ce1305e4e51b6c47ba48f164154
Source dataset
uspto-grants-2010_12
Patent number
US07855297B2

Reaction notes

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