1,1'-Carbonyldiimidazole → HCID 19762595, compound

HRID 249021Notes

Reaction equation

HRID 249021 reaction equation
[F:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][N:7]([CH2:14][CH2:15][N:16]([CH3:22])[CH2:17][CH2:18][CH2:19][CH2:20][NH2:21])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[C:25](N1C=CN=C1)(N1C=CN=C1)=[O:26].[CH3:37][N:38]([CH2:40][C:41]1[O:50][C:44]([CH2:45][S:46][CH2:47][CH2:48][NH2:49])=[CH:43][CH:42]=1)[CH3:39]>>[CH3:39][N:38]([CH2:40][C:41]1[O:50][C:44]([CH2:45][S:46][CH2:47][CH2:48][NH:49][C:25]([NH:21][CH2:20][CH2:19][CH2:18][CH2:17][N:16]([CH2:15][CH2:14][N:7]([CH2:6][C:5]2[CH:23]=[CH:24][C:2]([F:1])=[CH:3][CH:4]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH3:22])=[O:26])=[CH:43][CH:42]=1)[CH3:37]

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 19762574N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,4-butanediamine

Product 1

HCID 19762595HCID 19762595, compound

Procedure

Preparation is effected analagously to Example 63, using 0.50 g (1.5 mmol) of N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,4-butanediamine and the equimolar amounts of 1,1'-carbonyldiimidazole and 2-[[5-[(dimethylamino)methyl]furfuryl]thio]ethylamine 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. [%])=571 ([M+H]+, 109 (100); IR (KBr): 1640 cm-1 (C=O). For further analysis, a portion of the compound is converted into the tartaric acid salt in an ethanol/ether solvent mixture; m.p.: 74° C. (ethanol/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

Sources & evidence

ORD record
ord-0913d4d3584b4957a91b660fe8caf2c9
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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