Triethylamine → HCID 90010206, compound

HRID 706788Notes

Reaction equation

HRID 706788 reaction equation
C(N(CC)CC)C.[NH2:8][N:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:14]([NH2:16])=[O:15].[Br:17][C:18]1[CH:26]=[CH:25][C:21]([C:22](Cl)=[O:23])=[CH:20][CH:19]=1>ClCCl>[Br:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([NH:8][N:9]2[CH:13]=[CH:12][CH:11]=[C:10]2[C:14]([NH2:16])=[O:15])=[O:23])=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 685154-Bromobenzoyl chlorideHCID 104191801-Amino-1H-pyrrole-2-carboxamide

Product 1

HCID 90010206HCID 90010206, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (3.10 ml, 22.4 mmol) is added to a suspension of 1-amino-1H-pyrrole-2-carboxylic acid amide (1.25 g, 10.0 mmol) in dichloromethane (13 ml). Then 4-bromo-benzoyl chloride (2.19 g, 10.0 mmol) is added slowly. The reaction mixture is stirred at room temperature for 3 hours. The reaction mixture is washed with water and 1 N HCl. The organic phase is evaporated to give crude 1-(4-bromo-benzoylamino)-1H-pyrrole-2-carboxylic acid amide as light orange solid, which is used as such in the next reaction; HPLC/MS 1.56 min (C), [M+H] 308/310.

Workup

  1. washThe reaction mixture is washed with water and 1 N HCl
  2. customThe organic phase is evaporated

Sources & evidence

ORD record
ord-55e479db96c8426fb106585c7120078a
Source dataset
uspto-grants-2015_11
Patent number
US09174995B2

Reaction notes

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