N,N-dimethyl-7-(piperazin-1-yl)benzofuran-2-carboxamide → 7-(4-(2-(5-Acetamidopyridin-2-yl)ethyl)piperazin-1-yl)-N,N-dimethylbenzofuran-2-carboxamide

HRID 535659Notes

Reaction equation

HRID 535659 reaction equation
[CH3:1][N:2]([CH3:20])[C:3]([C:5]1[O:6][C:7]2[C:13]([N:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[CH:12][CH:11]=[CH:10][C:8]=2[CH:9]=1)=[O:4].[CH:21]([C:23]1[N:28]=[CH:27][C:26]([NH:29][C:30](=[O:32])[CH3:31])=[CH:25][CH:24]=1)=[CH2:22]>>[C:30]([NH:29][C:26]1[CH:25]=[CH:24][C:23]([CH2:21][CH2:22][N:17]2[CH2:18][CH2:19][N:14]([C:13]3[C:7]4[O:6][C:5]([C:3]([N:2]([CH3:20])[CH3:1])=[O:4])=[CH:9][C:8]=4[CH:10]=[CH:11][CH:12]=3)[CH2:15][CH2:16]2)=[N:28][CH:27]=1)(=[O:32])[CH3:31]

Participants

3

Reactant 2

HCID 59636743N,N-dimethyl-7-(piperazin-1-yl)benzofuran-2-carboxamideHCID 59636765N-(6-vinylpyridin-3-yl)acetamide

Product 1

HCID 596367737-(4-(2-(5-Acetamidopyridin-2-yl)ethyl)piperazin-1-yl)-N,N-dimethylbenzofuran-2-carboxamide

Procedure

The compound was prepared according to the procedure disclosed in Example 43 starting from N,N-dimethyl-7-(piperazin-1-yl)benzofuran-2-carboxamide (0.075 g, 0.27 mmol) (Example 39d) and N-(6-vinylpyridin-3-yl)acetamide (0.16 g, 0.96 mmol). The product was purified by preparative HPLC to give the title compound. Yield: 0.055 g (46%).

Workup

  1. customThe compound was prepared
  2. customThe product was purified by preparative HPLC

Sources & evidence

ORD record
ord-101f1da1c24a4e2e88cc796a61c76ab2
Source dataset
uspto-grants-2014_10
Patent number
US08859534B2

Reaction notes

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