Tryptamine → HCID 22256590, compound

HRID 1637873Notes

Reaction equation

HRID 1637873 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[CH:13]([C:15]1[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=1)=O.C(O)(C(F)(F)F)=O>>[CH:13]1([C:15]2[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=2)[C:5]2[NH:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:4]=2[CH2:3][CH2:2][NH:1]1

Participants

4

Reactant 3

HCID 1150TryptamineHCID 6422Trifluoroacetic acidHCID 15294Methyl 4-Formylbenzoate

Product 1

HCID 22256590HCID 22256590, compoundYield 9.4%

Procedure

This product was prepared using the same procedure as for Intermediate 1 with tryptamine (2.8 g, 17.4 mmol), 4-formylbenzoic acid, methyl ester (2.87 g, 1.1 equiv.) and TFA (2.7 mL, 2 equiv.) to give the title compound (0.5 g, 9%) as white crystals after recrystallization from isopropanol:H2O. MP: 179° C.

Workup

  1. customThis product was prepared

Sources & evidence

ORD record
ord-34bb69520db54d29a69a9021ce3030f4
Source dataset
uspto-grants-2000_03
Patent number
US06043252

Reaction notes

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