Benzofuran-2-carboxylic acid → N-[4-(1-benzylpiperidin-4-yloxy)-3-cyanophenyl]benzo[b]furan-2-carboxamide

HRID 2216420Notes

Reaction equation

HRID 2216420 reaction equation
[O:1]1[C:5]([C:6]([OH:8])=O)=[CH:4][C:3]2[CH:9]=[CH:10][CH:11]=[CH:12][C:2]1=2.[NH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:22][CH:23]2[CH2:28][CH2:27][N:26]([CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:25][CH2:24]2)=[C:18]([CH:21]=1)[C:19]#[N:20]>>[CH2:29]([N:26]1[CH2:25][CH2:24][CH:23]([O:22][C:17]2[CH:16]=[CH:15][C:14]([NH:13][C:6]([C:5]3[O:1][C:2]4[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=4[CH:4]=3)=[O:8])=[CH:21][C:18]=2[C:19]#[N:20])[CH2:28][CH2:27]1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

3

Reactant 2

HCID 10331Benzofuran-2-carboxylic acidHCID 219423525-Amino-2-(1-benzylpiperidin-4-yloxy)benzonitrile

Product 1

HCID 21942361N-[4-(1-benzylpiperidin-4-yloxy)-3-cyanophenyl]benzo[b]furan-2-carboxamideYield 40.2%

Procedure

By the reaction and treatment in the same manner as in Example 6 using benzo[b]furan-2-carboxylic acid (1.2 g) and 5-amino-2-(1-benzylpiperidin-4-yloxy)benzonitrile (2.2 g), the title compound (1.3 g) was obtained. melting point: 175° C.

Sources & evidence

ORD record
ord-af1a8d79fb014e09b57fcc13d5d45d6d
Source dataset
uspto-grants-2006_09
Patent number
US07112594B2

Reaction notes

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