1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 66463259, compound

HRID 572141Notes

Reaction equation

HRID 572141 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.[CH:11]1(CCN)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.[CH3:20][CH2:21][N:22]=C=NCCCN(C)C>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:22]([CH:11]2[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]2)[CH2:21][CH3:20])=[O:8])=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 205092-CyclohexylethylamineHCID 2389326-Bromonicotinic acid

Product 1

HCID 66463259HCID 66463259, compoundYield 14%

Procedure

Compound 26 was obtained according to general procedure II, method A, starting from 6-bromonicotinic acid, cyclohexylethylamine (5.0 equiv.) and using EDCI (4.5 equiv.) as coupling agent. The reaction was stopped after 12 days at R.T. and 12 Hrs at 80° C. Purification by flash-chromatography (AcOEt 20% in cyclohexane) afforded the product in 14% yield.

Workup

  1. customat 80° C
  2. customPurification by flash-chromatography (AcOEt 20% in cyclohexane)
  3. customafforded the product in 14% yield

Sources & evidence

ORD record
ord-19233e4cede24f4b826cdb8596dcae7b
Source dataset
uspto-grants-2015_05
Patent number
US09029393B2

Reaction notes

Loading…