Borane → HCID 15035099, compound

HRID 1090251Notes

Reaction equation

HRID 1090251 reaction equation
COCC(Cl)=O.N1(CCCN)C=CN=C1.[N:16]1([CH2:21][CH2:22][CH2:23][NH:24][C:25](=O)[CH2:26][O:27][CH3:28])[CH:20]=[CH:19][N:18]=[CH:17]1.B>>[N:16]1([CH2:21][CH2:22][CH2:23][NH:24][CH2:25][CH2:26][O:27][CH3:28])[CH:20]=[CH:19][N:18]=[CH:17]1

Participants

5

Reactant 4

HCID 6331BoraneHCID 787361H-Imidazole-1-propanamineHCID 96623Methoxyacetyl chlorideHCID 3148030HCID 3148030, compound

Product 1

HCID 15035099HCID 15035099, compound

Procedure

The reaction of 2-methoxyacetyl chloride and 3-(1H-imidazol-1-yl)propanamine in the presence of triethylamine leads to the formation of N-(3-(1H-imidazol-1-yl)propyl)-2-methoxyacetamide, which by reduction with borane gives N-(3-(1H-imidazol-1-yl)propyl)-2-methoxyethylamine. The latter amine reacts with molar equivalents of benz(cd)indol-2-thiol and mercuric acetate in refluxing ethanol, under the conditions of Example 55 to yield the title compound.

Sources & evidence

ORD record
ord-48d4c55fca0d421294cd1bf79e500a51
Source dataset
uspto-grants-1992_01
Patent number
US05081131

Reaction notes

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