Ethyl 3-(4-aminophenyl)acrylate → Ethyl 4-[[3,5-bis(trimethylsilyl)benzoyl]amino]cinnamate

HRID 2265087Notes

Reaction equation

HRID 2265087 reaction equation
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([CH:6]=[CH:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:4][CH:3]=1.[CH3:15][Si:16]([CH3:44])([CH3:43])[C:17]1[CH:18]=[C:19]([CH:36]=[C:37]([Si:39]([CH3:42])([CH3:41])[CH3:40])[CH:38]=1)[C:20](NC1N=CC(/C=C/C(OCC)=O)=CC=1)=[O:21]>>[CH3:40][Si:39]([CH3:42])([CH3:41])[C:37]1[CH:36]=[C:19]([CH:18]=[C:17]([Si:16]([CH3:44])([CH3:43])[CH3:15])[CH:38]=1)[C:20]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]=[CH:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:13][CH:14]=1)=[O:21]

Participants

3

Reactant 2

HCID 97826Ethyl 3-(4-aminophenyl)acrylateHCID 86644273(E)-Ethyl 3-[6-[[3,5-bis(trimethylsilyl)benzoyl]amino]pyridin-3-yl]acrylate

Product 1

HCID 68487569Ethyl 4-[[3,5-bis(trimethylsilyl)benzoyl]amino]cinnamateYield 62%

Procedure

Using BTMB (10.0 g) and ethyl 4-aminocinnamate (8.62 g), Compound 3a (10.3 g, 62%) was obtained as a yellow solid in the same manner as Compound 1b was obtained.

Sources & evidence

ORD record
ord-4635d42b7e51473ea5f01bfead313f22
Source dataset
uspto-grants-2010_12
Patent number
US07855300B2

Reaction notes

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