5-cyanobenzofuran-2-carboxylic Acid → HCID 18919426, compound

HRID 1291021Notes

Reaction equation

HRID 1291021 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]([OH:13])=[O:12])=[CH:8][C:7]=2[CH:14]=1)#[N:2].O[CH:16]1[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:18][CH2:17]1>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]([O:13][CH:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:18][CH2:17]3)=[O:12])=[CH:8][C:7]=2[CH:14]=1)#[N:2]

Participants

3

Reactant 2

HCID 102360545-cyanobenzofuran-2-carboxylic AcidHCID 18919484HCID 18919484, compound

Product 1

HCID 18919426HCID 18919426, compoundYield 37.1%

Procedure

In the same manner as in Example 75 (2), 5-cyano-2-benzofurancarboxylic acid (1.00 g, 5.34 mmol) was converted a corresponding acid chloride and reacted with ethyl 3-(4-hydroxypiperidino)propionate (1.08 g, 5.77 mmol). The reaction mixture was purified by silica gel column chromatography (chloroform) to give 733 mg of ethyl 3-[4-[(5-cyano-2-benzofuranyl)carbonyloxy]piperidino]propionate as a colorless solid (33%).

Workup

  1. customThe reaction mixture was purified by silica gel column chromatography (chloroform)

Sources & evidence

ORD record
ord-d1c34d73f8134a3c80071d2a16d0f7c1
Source dataset
uspto-grants-1998_05
Patent number
US05753670

Reaction notes

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