5-cyanobenzofuran-2-carboxylic Acid → HCID 10625850, compound

HRID 1290984Notes

Reaction equation

HRID 1290984 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]([O:22][CH2:23][C:24]([O-:26])=[O:25])=[C:18]([O:27][CH2:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH:17]=1>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]([O:26][C:3]([CH3:4])([CH3:14])[CH3:1])=[O:25])=[C:18]([O:27][CH2:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH:17]=3)=[O:13])=[CH:8][C:7]=2[CH:14]=1)#[N:2]

Participants

3

Reactant 2

HCID 102360545-cyanobenzofuran-2-carboxylic AcidHCID 86750899HCID 86750899, compound

Product 1

HCID 10625850HCID 10625850, compoundYield 169.2%

Procedure

In the same manner as in Example 1 (2), 5-cyano-2-benzofurancarboxylic acid (200 mg, 1.07 mmol) and t-butyl [(4-amino-o-phenylene)dioxy]diacetate (415 mg, 1.17 mmol) were condensed and purified by silica gel column chromatography (n-hexane/ethyl acetate=3/1-1/1) to give 473 mg of di-t-butyl [[4-[(5-cyano-2-benzofuranyl)carbonylamino]-o-phenylene]dioxy]diacetate as a colorless solid (84%).

Workup

  1. customcondensed
  2. custompurified by silica gel column chromatography (n-hexane/ethyl acetate=3/1-1/1)

Sources & evidence

ORD record
ord-12fb4c8ce44e4c7ca49f12050cb89334
Source dataset
uspto-grants-1998_05
Patent number
US05753670

Reaction notes

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