Benzylamine → 4-Phenylacetyl-1H-pyrrole-2-carboxylic acid benzylamide

HRID 22619Notes

Reaction equation

HRID 22619 reaction equation
ClC(Cl)(Cl)[C:3]([C:5]1[NH:6][CH:7]=[C:8]([C:10](=[O:18])[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:9]=1)=[O:4].[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C=O)C>[CH2:21]([NH:28][C:3]([C:5]1[NH:6][CH:7]=[C:8]([C:10](=[O:18])[CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:9]=1)=[O:4])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 27636082,2,2-trichloro-1-[4-(2-phenylacetyl)-1H-pyrrol-2-yl]-1-ethanone

Product 1

HCID 121254174-Phenylacetyl-1H-pyrrole-2-carboxylic acid benzylamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of compound 1 (1 equivalent) in DMF, at ambient temperature, was added benzylamine (1.2 equivalents). After 24 hours, the solvent was evaporated and the crude product 2 was utilized without purification. HPLC using method B (as described below for Example 5) provided a retention time of 3.8 minutes. FIA/MS (M+1) 319.3, (M−1) 317.2.

Workup

  1. customthe solvent was evaporated
  2. customthe crude product 2 was utilized without purification
  3. customprovided a retention time of 3.8 minutes

Sources & evidence

ORD record
ord-7f25052d36a24a68866d3825ee7d76d3
Source dataset
uspto-grants-2005_02
Patent number
US06849267B2

Reaction notes

Loading…