Benzo-1,3-dioxole-5-methylamine → N-(Benzo[d][1,3]dioxol-5-ylmethyl)-7-(4-(2-(pyridin-2-yl)ethyl)piperazin-1-yl)benzofuran-2-carboxamide

HRID 383812Notes

Reaction equation

HRID 383812 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][N:9]1[CH2:14][CH2:13][N:12]([C:15]2[C:23]3[O:22][C:21]([C:24]([O-])=[O:25])=[CH:20][C:19]=3[CH:18]=[CH:17][CH:16]=2)[CH2:11][CH2:10]1.[Li+].[O:28]1[C:32]2[CH:33]=[CH:34][C:35]([CH2:37][NH2:38])=[CH:36][C:31]=2[O:30][CH2:29]1>>[O:28]1[C:32]2[CH:33]=[CH:34][C:35]([CH2:37][NH:38][C:24]([C:21]3[O:22][C:23]4[C:15]([N:12]5[CH2:13][CH2:14][N:9]([CH2:8][CH2:7][C:2]6[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=6)[CH2:10][CH2:11]5)=[CH:16][CH:17]=[CH:18][C:19]=4[CH:20]=3)=[O:25])=[CH:36][C:31]=2[O:30][CH2:29]1

Participants

3

Reactant 2

HCID 75799Benzo-1,3-dioxole-5-methylamineHCID 68787401Lithium 7-(4-(2-(pyridin-2-yl)ethyl)piperazin-1-yl)benzofuran-2-carboxylate

Product 1

HCID 59636707N-(Benzo[d][1,3]dioxol-5-ylmethyl)-7-(4-(2-(pyridin-2-yl)ethyl)piperazin-1-yl)benzofuran-2-carboxamide

Procedure

The compound was prepared according to the procedure disclosed in Example 1 starting from lithium 7-(4-(2-(pyridin-2-yl)ethyl)piperazin-1-yl)benzofuran-2-carboxylate (80 mg, 0.21 mmol) and benzo[d][1,3]dioxol-5-ylmethaneamine (41 mg, 0.27 mmol). Yield: 78 mg (72%).

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-9d2d4b9252eb489e8396b2eebe1a4032
Source dataset
uspto-grants-2013_02
Patent number
US08367676B2

Reaction notes

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