Triethylamine → HCID 25002214, compound

HRID 1011576Notes

Reaction equation

HRID 1011576 reaction equation
C(N(CC)CC)C.[CH2:8]([N:11]=[C:12]=[O:13])[CH2:9][CH3:10].[NH2:14][C:15]([NH:17][C:18]1[NH:19][C:20]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[OH:32])=[CH:21][C:22]=1[C:23]([NH2:25])=[O:24])=[O:16]>CN(C)C=O>[NH2:14][C:15]([NH:17][C:18]1[NH:19][C:20]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[O:32][C:12]([NH:11][CH2:8][CH2:9][CH3:10])=[O:13])=[CH:21][C:22]=1[C:23]([NH2:25])=[O:24])=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 61033Propyl isocyanateHCID 59285839HCID 59285839, compound

Product 1

HCID 25002214HCID 25002214, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Triethylamine (43 μL, 0.31 mmol) and propyl isocyanate (17 μL, 0.18 mmol) were added to a solution of 2-aminocarbonylamino-5-(2-hydroxyphenyl)pyrrole-3-carboxamide (Compound No. 3-1, 40 mg, 0.15 mmol) in anhydrous N,N-dimethylformamide (2 mL), and the mixture was stirred overnight at room temperature. After the reaction solution was concentrated in vacuo, the residue was purified by silica gel column chromatography to give the target compound (29 mg) as a pale blue solid (Yield 54%).

Workup

  1. concentrationAfter the reaction solution was concentrated in vacuo
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-9d610aa1dc4c41a7bcf1ac565006a852
Source dataset
uspto-grants-2011_07
Patent number
US07977371B2

Reaction notes

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