1,2-Dichloroethane → 366452-03-1

HRID 1398727Notes

Reaction equation

HRID 1398727 reaction equation
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=O)=[CH:4][CH:3]=1.[CH3:13][O:14][C:15]1[CH:26]=[C:25]2[C:18]([NH:19][CH:20]=[C:21]2[CH2:22][CH2:23][NH2:24])=[CH:17][CH:16]=1.C(Cl)CCl.C(OCC)(=O)C>CCCCCC>[OH:1][C:2]1[CH:3]=[CH:4][C:5](/[CH:6]=[CH:7]/[C:8]([NH:24][CH2:23][CH2:22][C:21]2[C:25]3[C:18](=[CH:17][CH:16]=[C:15]([O:14][CH3:13])[CH:26]=3)[NH:19][CH:20]=2)=[O:10])=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 3224-Coumaric acidHCID 18335-MethoxytryptamineHCID 8857Ethyl Acetate

Product 1

HCID 636923366452-03-1

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

(E)-3-(4-hydroxyphenyl)-N-(2-(5-methoxy-1H-indol-3-yl)ethyl) acrylamide (2h) was synthesized by the condensation of 4-hydroxy cinnamic acid (150 mg, 0.914 mmol) and 5-methoxy tryptamine (207 mg, 1.09 mmol) using standard EDC coupling method. 2h was isolated as yellowish solid (181 mg, 59%) by elution with 25% ethyl acetate in hexane.

Sources & evidence

ORD record
ord-af7e57e36d904275812d1cc025156f9b
Source dataset
uspto-grants-2014_12
Patent number
US08901317B2

Reaction notes

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