1,1'-Carbonyldiimidazole → HCID 178483436, compound

HRID 248969Notes

Reaction equation

HRID 248969 reaction equation
[F: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](N1C=CN=C1)(N1C=CN=C1)=[O:28].[NH:39]([C:43]1[S:44][CH:45]=[C:46]([CH2:48][S:49][CH2:50][CH2:51][NH2:52])[N:47]=1)[C:40]([NH2:42])=[NH:41]>C(Cl)Cl>[F: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:27]([NH:52][CH2:51][CH2:50][S:49][CH2:48][C:46]2[N:47]=[C:43]([NH:39][C:40]([NH2:42])=[NH:41])[S:44][CH:45]=2)=[O:28])[CH3:20])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 19762609N-[3-(4-fluorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,7-heptanediamineHCID 1785127232-[4-(2-Aminoethylsulfanylmethyl)-1,3-thiazol-2-yl]guanidine

Product 1

HCID 178483436HCID 178483436, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Preparation is effected analogously to Example 63, using 0.9 g (2.5 mmol) of N-[3-(4-fluorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,7-heptanediamine, an equimolar amount of 1,1'-carbonyldiimidazole and 0.65 g (2.8 mmol) of 2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethaneamine as starting materials. Working up by chromatography (eluant: methylene chloride) analogously to Example 63 yields the purified title compound in the form of a dry foam; MS (+FAB method): m/z (rel. int.[%])=615 ([M+H]+ 2), 214 (100); IR (KBr): 1632 cm-1 (C=O).

Workup

  1. customPreparation
  2. custompurified title compound in the form of a dry foam

Sources & evidence

ORD record
ord-0e5c39d88a134597bd9bf2153622a2fd
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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