Tryptamine → HCID 10870492, compound

HRID 381476Notes

Reaction equation

HRID 381476 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.[O:13]1[C:18]2[CH:19]=[CH:20][C:21]([CH:23]=O)=[CH:22][C:17]=2[O:16][CH2:15][CH2:14]1.C(O)(C(F)(F)F)=O>>[O:13]1[C:18]2[CH:19]=[CH:20][C:21]([CH:23]3[C:5]4[NH:6][C:7]5[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=5)[C:4]=4[CH2:3][CH2:2][NH:1]3)=[CH:22][C:17]=2[O:16][CH2:15][CH2:14]1

Participants

4

Reactant 3

HCID 1150TryptamineHCID 6422Trifluoroacetic acidHCID 2481272,3-Dihydro-1,4-benzodioxin-6-carbaldehyde

Product 1

HCID 10870492HCID 10870492, compoundYield 75%

Procedure

This product was prepared using the same procedure as for Intermediate 1 with tryptamine (4,92 g, 30.7 mmol), 2,3-dihydrobenzo[1,4]dioxin-6-carboxaldehyde (5.05 g, 1.0 equiv.) and TFA (5.0 mL, 2 equiv.) to give the title compound (7.05 g, 75%) as white crystals after recrystallization from iPr2O.

Workup

  1. customThis product was prepared

Sources & evidence

ORD record
ord-492aa301255b48d491cadc9b2a269f11
Source dataset
uspto-grants-2001_10
Patent number
US06306870B1

Reaction notes

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