5-cyanobenzofuran-2-carboxylic Acid → HCID 18919449, compound

HRID 1290988Notes

Reaction equation

HRID 1290988 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]([OH:13])=O)=[CH:8][C:7]=2[CH:14]=1)#[N:2].[NH2:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH:23]([NH:28][S:29]([CH2:32][CH2:33][CH2:34][CH3:35])(=[O:31])=[O:30])[C:24]([O:26][CH3:27])=[O:25])=[CH:18][CH:17]=1>>[CH2:32]([S:29]([NH:28][CH:23]([CH2:22][C:19]1[CH:18]=[CH:17][C:16]([NH:15][C:11]([C:9]2[O:10][C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:14][C:7]=3[CH:8]=2)=[O:13])=[CH:21][CH:20]=1)[C:24]([O:26][CH3:27])=[O:25])(=[O:31])=[O:30])[CH2:33][CH2:34][CH3:35]

Participants

3

Reactant 2

HCID 102360545-cyanobenzofuran-2-carboxylic AcidHCID 54364566HCID 54364566, compound

Product 1

HCID 18919449HCID 18919449, compoundYield 36.3%

Procedure

In the same manner as in Example 1 (2), 5-cyano-2-benzofurancarboxylic acid (200 mg, 1.07 mmol) and methyl 3-(4-aminophenyl)-2-(n-butylsulfonylamino)propionate (371 mg, 1.18 mmol) were condensed to give 188 mg of methyl 2-(n-butylsulfonylamino)-3-[4-[(5-cyano-2-benzofuranyl)carbonylamino]phenyl]propionate as a yellow solid (36%).

Workup

  1. customcondensed

Sources & evidence

ORD record
ord-e56206ab08e84aaa9e3650fe212fa120
Source dataset
uspto-grants-1998_05
Patent number
US05753670

Reaction notes

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