HCID 19762527, compound → HCID 178483467, compound

HRID 249006Notes

Reaction equation

HRID 249006 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]([CH2:14][CH2:15][N:16]([CH3:23])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH2:22])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[C:26]([NH:28][C:29](=[N:37][CH2:38][CH2:39][S:40][CH2:41][C:42]1[N:43]=[C:44]([NH:47][C:48]([NH2:50])=[NH:49])[S:45][CH:46]=1)OC1C=CC=CC=1)#[N:27]>>[C:26]([NH:28][C:29]([NH:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][N:16]([CH2:15][CH2:14][N:7]([CH2:6][C:5]1[CH:24]=[CH:25][C:2]([F:1])=[CH:3][CH:4]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[CH3:23])=[N:37][CH2:38][CH2:39][S:40][CH2:41][C:42]1[N:43]=[C:44]([NH:47][C:48]([NH2:50])=[NH:49])[S:45][CH:46]=1)#[N:27]

Participants

3

Reactant 2

HCID 19762527HCID 19762527, compoundHCID 178512334HCID 178512334, compound

Product 1

HCID 178483467HCID 178483467, compound

Procedure

Preparation is effected analogously to Example 1, using 0.51 g (1.5 mmol) of N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,5-pentanediamine and the equimolar amount of N-cyano-N'-[2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethyl]-O-phenyl-isourea as starting materials. Working up by chromatography analogously to Example 1 yields the purified title compound in the form of a viscous oil; MS (+FAB method): m/z (rel. int. [%])=626 ([M+H]+, 3), 154 ([m-NO2 benzylOH] 100); IR (KBr): 2162 cm- (C≡N). For further analysis, a portion of the compound is converted into the tartaric acid salt and recrystallised from isopropanol/petroleum ether; m.p.: 103° C. (isopropanol/petroleum ether).

Workup

  1. customPreparation
  2. customWorking up by chromatography analogously to Example 1 yields the
  3. custompurified title compound in the form of a viscous oil
  4. customrecrystallised from isopropanol/petroleum ether

Sources & evidence

ORD record
ord-789d4ba3e5904b79b3c2a6f8999ee076
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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