1-Hydroxybenzotriazole → HCID 131718632, compound

HRID 1741666Notes

Reaction equation

HRID 1741666 reaction equation
Cl.CN(C)CCCN=C=NCC.[C:13]([OH:18])(=O)[C@H:14]([CH3:16])[OH:15].ON1C2C=CC=CC=2N=N1.[F:29][C:30]([F:44])([F:43])[C:31]1[CH:32]=[C:33]([CH:36]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:38]=1)[CH2:34][NH2:35]>CN(C)C=O.ClCCl>[F:29][C:30]([F:43])([F:44])[C:31]1[CH:32]=[C:33]([CH:36]=[C:37]([C:39]([F:42])([F:40])[F:41])[CH:38]=1)[CH2:34][NH:35][C:13](=[O:18])[C@H:14]([CH3:16])[OH:15]

Participants

7

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 107689L-Lactic AcidHCID 5210993,5-Bis(trifluoromethyl)benzylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 131718632HCID 131718632, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.5 g) was added to a solution of L-(+)-lactic acid (1.17 g) and 1-hydroxybenzotriazole (1.99 g) in dimethyl formamide (15 ml) at 0° C. under a nitrogen atmosphere. After stirring for 30 mins, 3,5-bistrifluoromethylbenzylamine was added and the solution was stirred at room temperature for 16h. The solution was diluted with dichloromethane (150 ml) and washed with sodium bicarbonate solution, water and brine. After drying (Na2SO4) the solvent was evaporated in vacuo to leave a viscous yellow oil.

Workup

  1. stirringthe solution was stirred at room temperature for 16h
  2. washwashed with sodium bicarbonate solution, water and brine
  3. dry with materialAfter drying (Na2SO4) the solvent
  4. customwas evaporated in vacuo
  5. customto leave a viscous yellow oil

Sources & evidence

ORD record
ord-83da492c3e054cc599af85621f6966db
Source dataset
uspto-grants-1994_08
Patent number
US05334606

Reaction notes

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