HCID 11356337, compound → 1H-Pyrrole-2-carboxylic acid (4-hydroxy-phenyl)-amide

HRID 2238281Notes

Reaction equation

HRID 2238281 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([C:18]2[NH:19][CH:20]=[CH:21][CH:22]=2)=[O:17])=[CH:11][CH:10]=1)C1C=CC=CC=1.OC1C=CC(NC(C2C=CC=CN=2)=O)=CC=1>>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([NH:15][C:16]([C:18]2[NH:19][CH:20]=[CH:21][CH:22]=2)=[O:17])=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 11356337HCID 11356337, compoundHCID 51210632HCID 51210632, compound

Product 1

HCID 114583371H-Pyrrole-2-carboxylic acid (4-hydroxy-phenyl)-amide

Procedure

This compound was prepared from 1H-pyrrole-2-carboxylic acid (4-benzyloxyphenyl)-amide (2.5 g, 8.55 mmol), using the same method used to prepare of pyridine-2-carboxylic acid (4-hydroxyphenyl)amide. The product was purified by flash chromatography, on silica gel, eluted with 5 to 7.5% methanol in DCM, to give the product as a colorless solid, 1.47 g (85%). MS m/z 203 (MH+). 1H NMR(DMSO-d6) δ 6.14 (m, 1H), 6.72 (d, 2H), 6.92 (m, 1H), 6.99 (d, 1H), 7.47 (d, 2H), 9.19 (s, 1H). Anal. calcd for C11H10N2O2: C, 65.34; H, 4.98; N, 13.85. Found: C, 65.15; H, 4.83; N, 13.81.

Workup

  1. customThe product was purified by flash chromatography, on silica gel
  2. washeluted with 5 to 7.5% methanol in DCM

Sources & evidence

ORD record
ord-072ed83835714864a100654a0078a129
Source dataset
uspto-grants-2010_05
Patent number
US07718692B2

Reaction notes

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