1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 22708216, compound

HRID 353187Notes

Reaction equation

HRID 353187 reaction equation
[C:1]([CH2:4][N:5]([CH2:25][C:26]1[O:27][CH:28]=[CH:29][CH:30]=1)[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][C:15]([CH3:24])([CH3:23])[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[CH:10][CH:9]=1)([OH:3])=O.OC1C2N=NNC=2C=CC=1.[CH3:41][C:42]1[CH:48]=[C:47]([O:49][CH3:50])[C:46]([CH3:51])=[CH:45][C:43]=1[NH2:44].Cl.CN(C)CCCN=C=NCC>ClCCl.C(N(CC)CC)C>[CH3:41][C:42]1[CH:48]=[C:47]([O:49][CH3:50])[C:46]([CH3:51])=[CH:45][C:43]=1[NH:44][C:1](=[O:3])[CH2:4][N:5]([CH2:25][C:26]1[O:27][CH:28]=[CH:29][CH:30]=1)[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][C:15]([CH3:23])([CH3:24])[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[CH:10][CH:9]=1

Participants

7

Reactant 4

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 225068644-Methoxy-2,5-dimethylanilineHCID 22708252HCID 22708252, compoundHCID 178418300HCID 178418300, compound

Product 1

HCID 22708216HCID 22708216, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

98 mg of 1,1-dimethylethyl 2-[[4-[2-[(carboxymethyl)(2-furanylmethyl)amino]-ethyl]phenyl]thio]-2-methyl-propanoate, 33 mg of hydroxybenzotriazole, 0.09 ml of triethylamine, 34 mg of 2,5-dimethyl-4-methoxyaniline and 49 mg of N′-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride are dissolved in 5 ml of dichloromethane. The mixture is stirred at room temperature for 20 h and extracted with 1 N NaOH, 1 N HCl, water and sat. NaCl solution. The combined organic phases are dried (MgSO4) and purified chromatographically (dichloromethane/ethyl acetate 5+1). This gives 48 mg of a viscous oil.

Workup

  1. extractionextracted with 1 N NaOH, 1 N HCl, water and sat. NaCl solution
  2. dry with materialThe combined organic phases are dried (MgSO4)
  3. custompurified chromatographically (dichloromethane/ethyl acetate 5+1)

Sources & evidence

ORD record
ord-f2c1c361e13948deab9a65dba4923862
Source dataset
uspto-grants-2004_06
Patent number
US06750236B2

Reaction notes

Loading…