Cuminaldehyde → HCID 3583733, compound

HRID 381475Notes

Reaction equation

HRID 381475 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:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1)([CH3:15])[CH3:14].C(O)(C(F)(F)F)=O>>[CH:13]([C:16]1[CH:23]=[CH:22][C:19]([CH:20]2[C:5]3[NH:6][C:7]4[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:4]=3[CH2:3][CH2:2][NH:1]2)=[CH:18][CH:17]=1)([CH3:15])[CH3:14]

Participants

4

Reactant 3

HCID 326CuminaldehydeHCID 1150TryptamineHCID 6422Trifluoroacetic acid

Product 1

HCID 3583733HCID 3583733, compoundYield 67%

Procedure

This product was prepared using the same procedure as for Intermediate 1 with tryptamine (5.0 g, 31.2 mmol), 4-isopropylbenzaldehyde (5.08 g, 1.1 equiv.) and TFA (4.8 mL, 2 equiv.) to give the title compound (5.9 g, 67%) as white crystals after recrystallization from iPr2O.

Workup

  1. customThis product was prepared

Sources & evidence

ORD record
ord-689235cea21b4623a2eba9aef70f5dd5
Source dataset
uspto-grants-2001_10
Patent number
US06306870B1

Reaction notes

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