N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,7-heptanediamine → HCID 178483433, compound

HRID 248950Notes

Reaction equation

HRID 248950 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH2:9][CH2:10][N:11]([CH3:20])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH2:19])=[CH:4][CH:3]=1.[C:27]([NH:29][C:30](=[N:38][CH2:39][CH2:40][S:41][CH2:42][C:43]1[N:44]=[C:45]([NH:48][C:49]([NH2:51])=[NH:50])[S:46][CH:47]=1)OC1C=CC=CC=1)#[N:28]>C(OCC)(=O)C.CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][C:30]([NH:29][C:27]#[N:28])=[N:38][CH2:39][CH2:40][S:41][CH2:42][C:43]2[N:44]=[C:45]([NH:48][C:49]([NH2:51])=[NH:50])[S:46][CH:47]=2)[CH3:20])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 19762535N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,7-heptanediamineHCID 178512334HCID 178512334, compound

Product 1

HCID 178483433HCID 178483433, compound

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

Preparation is effected analogously to Example 1, using 0.7 g (1.9 mmol) of N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,7-heptanediamine and 0.7 g (1.9 mmol) of N-cyano-N'-[2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethyl]-O-phenyl-isourea as starting materials. Working up by chromatography (eluant: methylene chloride/methanol 95+5) analogously to Example 1 yields the purified title compound in the form of a dry foam; MS (+FAB method): m/z (rel. int.[%])=655 ([M+H]+ 2), 230 (18), 154 (100); IR (KBr): 2161 cm-1 (C≡N). For analytical purposes a sample is converted into the O,O'-ditoluoyltartaric acid salt and recrystallised from ether/isopropanol; m.p.: from 150° C. with decomposition.

Workup

  1. customPreparation
  2. custompurified title compound in the form of a dry foam
  3. customrecrystallised from ether/isopropanol
  4. customfrom 150° C.

Sources & evidence

ORD record
ord-4f9a32aa0bb746a987f7a26924dc5e05
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

Loading…