Dicyclohexylcarbodiimide → [5-(3-Benzofuran-2-yl-phenyl)-2-methyl-2H-pyrazol-3-yl)-[4-(2-hydroxy-ethyl)-[1,4]diazepan-1-yl]-methanone

HRID 1011898Notes

Reaction equation

HRID 1011898 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:17]=[C:18]([C:22]([OH:24])=O)[N:19]([CH3:21])[N:20]=1.[N:25]1([CH2:32][CH2:33][OH:34])[CH2:31][CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1.C1CCC(N=C=NC2CCCCC2)CC1>CN(C1C=CN=CC=1)C>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:17]=[C:18]([C:22]([N:28]2[CH2:29][CH2:30][CH2:31][N:25]([CH2:32][CH2:33][OH:34])[CH2:26][CH2:27]2)=[O:24])[N:19]([CH3:21])[N:20]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 27365502-(1,4-Diazepan-1-yl)ethan-1-olHCID 673151845-(3-benzofuran-2-yl-phenyl)-2-methyl-2H-pyrazole-3-carboxylic acid

Product 1

HCID 68725339[5-(3-Benzofuran-2-yl-phenyl)-2-methyl-2H-pyrazol-3-yl)-[4-(2-hydroxy-ethyl)-[1,4]diazepan-1-yl]-methanoneYield 32%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In analogy to the procedure described in Example 16D], 5-(3-benzofuran-2-yl-phenyl)-2-methyl-2H-pyrazole-3-carboxylic acid (Example 12C]) and 2-(1,4-diazepan-1-yl)ethan-1-ol with DCC and catalytic amount of DMAP gave the title compound in 32% yield as white foam. MS: 445.1 (MH+).

Sources & evidence

ORD record
ord-a5031a9c2de64577bcca245aa3c0a05e
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

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