HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Triethylamine → N-cycloheptyl-5-[benzyl(2-chloroethyl)amino]pentanamide

HRID 610775
Notes
Print preview

Reaction equation

HRID 610775 reaction equation
CS([Cl:5])(=O)=O.[CH:6]1([NH:13][C:14](=[O:30])[CH2:15][CH2:16][CH2:17][CH2:18][N:19]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:20][CH2:21]O)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.C(N(CC)CC)C>ClCCl>[CH:6]1([NH:13][C:14](=[O:30])[CH2:15][CH2:16][CH2:17][CH2:18][N:19]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:20][CH2:21][Cl:5])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22125972N-cyclohepty-5-[benzyl(2-hydroxyethyl)amino]pentanamide

Product 1

HCID 22125964N-cycloheptyl-5-[benzyl(2-chloroethyl)amino]pentanamideYield 100.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

Methanesulfonyl chloride (0.78 g, 0.52 ml, 6.6 mmole) is added dropwise with stirring to a cooled solution of N-cycloheptyl-5-[benzyl(2-hydroxyethyl)amino]pentanamide (2.14 g, 6 mmole) in dichloromethane (20 ml) in the presence of triethylamine (0.69 g, 0.94 ml, 6.6 mmole). Agitation is maintained for 18 hours at 20° C. The reaction mixture is filtered with iced water (25 ml) then dried over magnesium sulfate. Filtration and evaporation of the solvent under reduced pressure give 2.2 g (98%) of the desired compound in the form of an oil.

Workup

  1. filtrationThe reaction mixture is filtered with iced water (25 ml)
  2. dry with materialthen dried over magnesium sulfate
  3. filtrationFiltration and evaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-ad769e8ded184b9ca87d1d74bdef8ed9
Source dataset
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05998666

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes