3,4-Dihydro-2H-1-benzopyran-4-carboxylic acid → N-[(4-dimethylaminophenyl) methyl]-N-(4-isopropylphenyl)chroman-4-carboxamide

HRID 2265335Notes

Reaction equation

HRID 2265335 reaction equation
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([C:11]([OH:13])=O)[CH2:3][CH2:2]1.[CH3:14][N:15]([CH3:33])[C:16]1[CH:21]=[CH:20][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)=[CH:18][CH:17]=1>>[CH3:14][N:15]([CH3:33])[C:16]1[CH:17]=[CH:18][C:19]([CH2:22][N:23]([C:24]2[CH:29]=[CH:28][C:27]([CH:30]([CH3:31])[CH3:32])=[CH:26][CH:25]=2)[C:11]([CH:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[O:1][CH2:2][CH2:3]2)=[O:13])=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 1886693,4-Dihydro-2H-1-benzopyran-4-carboxylic acidHCID 21957887N-(4-(Dimethylamino)benzyl)-4-isopropylbenzenamine

Product 1

HCID 10159665N-[(4-dimethylaminophenyl) methyl]-N-(4-isopropylphenyl)chroman-4-carboxamideYield 24.9%

Procedure

By the reaction and treatment in the same manner as in Example 1 using chroman-4-carboxylic acid (0.5 g) and [(4-dimethylaminophenyl)methyl](4-isopropylphenyl)amine (0.63 g) as starting materials, N-[(4-dimethylaminophenyl) methyl]-N-(4-isopropylphenyl)chroman-4-carboxamide (0.25 g) was obtained. melting point: 110-112° C.

Sources & evidence

ORD record
ord-3dbc54a329bb4868992aaa85061a1def
Source dataset
uspto-grants-2010_12
Patent number
US07855297B2

Reaction notes

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