4-Piperidinamine, 1-(2-(1H-indol-3-yl)ethyl)-, hydrate → HCID 13883142, compound

HRID 622673Notes

Reaction equation

HRID 622673 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)[CH2:4][CH2:3]1.OC1C=CC=CN=1.C[O:27][C:28]([C:30]1[N:31]([CH3:35])[CH:32]=[CH:33][N:34]=1)=O>COC(C1N(C)C=CN=1)=O>[NH:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10]([CH2:9][CH2:8][N:5]2[CH2:6][CH2:7][CH:2]([NH:1][C:28]([C:30]3[N:31]([CH3:35])[CH:32]=[CH:33][N:34]=3)=[O:27])[CH2:3][CH2:4]2)=[CH:11]1

Participants

5

Reactant 3

HCID 2154154-Piperidinamine, 1-(2-(1H-indol-3-yl)ethyl)-, hydrateHCID 12325299Methyl 1-methyl-1H-imidazole-2-carboxylateHCID 178516071HCID 178516071, compound

Product 1

HCID 13883142HCID 13883142, compound

Reagents, catalysts & solvents 1

HCID 12325299Methyl 1-methyl-1H-imidazole-2-carboxylateCatalyst

Procedure

A melt of 3-[2-(4-amino-1-piperidyl)ethyl]indole (1.0 g, 4.11 mmol), 2-hydroxypyridine (0.3 g, 3.16 mmol) and 2-methoxycarbonyl-1-methyl-1H-imidazole (0.57 g, 4.07 mmol) was heated at 160° C. for 3 hours under N2. More 2-methoxycarbonyl-1-methyl-1H-imidazole (5 drops) was added and heating continued for a further 11/2 hours. The mixture was cooled and chromatographed on silica (100-200 aktiv) eluting with absolute ethanol. The title compound was isolated as a brown glass (0.97 g,).

Workup

  1. temperatureheating
  2. custom2 hours
  3. temperatureThe mixture was cooled
  4. customchromatographed on silica (100-200 aktiv)
  5. washeluting with absolute ethanol

Sources & evidence

ORD record
ord-9307dc5e2f3c409d8e229211fca5315a
Source dataset
uspto-grants-1988_09
Patent number
US04772617

Reaction notes

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