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

HRID 218622Notes

Reaction equation

HRID 218622 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.[CH2:14]([N:16]1[CH:20]=[C:19]([CH2:21][NH:22][C:23]2[CH:28]=[CH:27][C:26]([CH:29]([CH3:31])[CH3:30])=[CH:25][CH:24]=2)[CH:18]=[N:17]1)[CH3:15]>>[CH2:14]([N:16]1[CH:20]=[C:19]([CH2:21][N:22]([C:23]2[CH:24]=[CH:25][C:26]([CH:29]([CH3:30])[CH3:31])=[CH:27][CH:28]=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:18]=[N:17]1)[CH3:15]

Participants

3

Reactant 2

HCID 1886693,4-Dihydro-2H-1-benzopyran-4-carboxylic acidHCID 21957909N-((1-Ethyl-1H-pyrazol-4-yl)methyl)-4-isopropylaniline

Product 1

HCID 59597374N-[(1-ethylpyrazol-4-yl)methyl]-N-(4-isopropylphenyl)chroman-4-carboxamideYield 85%

Procedure

By the reaction and treatment in the same manner as in Example 12 using chroman-4-carboxylic acid (0.27 g) and [(1-ethylpyrazol-4-yl)methyl](4-isopropylphenyl)amine (0.37 g) as starting materials, N-[(1-ethylpyrazol-4-yl)methyl]-N-(4-isopropylphenyl)chroman-4-carboxamide (0.52 g) was obtained.

Sources & evidence

ORD record
ord-def460287ffd4be886272b9aa809adec
Source dataset
uspto-grants-2012_06
Patent number
US08198454B2

Reaction notes

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