1-Hydroxybenzotriazole → HCID 6497253, compound

HRID 732664Notes

Reaction equation

HRID 732664 reaction equation
[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:5][CH:4]([C:13]([OH:15])=O)[CH2:3]1.CC[N:18]=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1.C(=O)(O)[O-].[Na+]>CN(C=O)C>[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:5][CH:4]([C:13]([NH2:18])=[O:15])[CH2:3]1

Participants

6

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27371075-Oxo-1-phenylpyrrolidine-3-carboxylic acid

Product 1

HCID 6497253HCID 6497253, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A 10 ml portion of a DMF solution of 500 mg of 5-oxo-1-phenylpyrrolidine-3-carboxylic acid was mixed with 935 mg of WSC hydrochloride, 396 mg of HOBt and 500 mg of(1R)-1-naphthylethylamine and stirred at room temperature for 3 days. After completion of the reaction, 100 ml of saturated sodium bicarbonate aqueous solution was added thereto, and the thus formed solid was collected by filtration to obtain 1.01 g of N-(1R)-1-(1-naphthyl)ethyl]-5-oxo-1-phenylpyrrolidine-3-carboxamide as a colorless solid. EP: 359.

Workup

  1. additionwas added
  2. filtrationthe thus formed solid was collected by filtration

Sources & evidence

ORD record
ord-cd47148638a14473b264a261c40f6002
Source dataset
uspto-grants-2009_09
Patent number
US07585886B2

Reaction notes

Loading…