Ethyl trans-crotonate → (E)-Ethyl 3-(4-amino-2-fluorophenyl)-2-butenoate

HRID 2265098Notes

Reaction equation

HRID 2265098 reaction equation
BrC1C=CC(N)=CC=1F.C(OCC)(=O)/C=C/C.[NH2:18][C:19]1[C:24](F)=[CH:23][C:22](/[C:26](/[CH3:33])=[CH:27]/[C:28]([O:30][CH2:31][CH3:32])=[O:29])=[C:21]([F:34])[CH:20]=1>>[NH2:18][C:19]1[CH:24]=[CH:23][C:22](/[C:26](/[CH3:33])=[CH:27]/[C:28]([O:30][CH2:31][CH3:32])=[O:29])=[C:21]([F:34])[CH:20]=1

Participants

4

Reactant 3

HCID 429065Ethyl trans-crotonateHCID 8218484-Bromo-3-fluoroanilineHCID 86644278(E)-Ethyl 3-(4-amino-2,5-difluorophenyl)-2-butenoate

Product 1

HCID 86644280(E)-Ethyl 3-(4-amino-2-fluorophenyl)-2-butenoateYield 17%

Procedure

Using 4-bromo-3-fluoroaniline (10.0 g) and ethyl crotonate (10.9 ml), Compound 11a (2.01 g, 17%) was obtained as a brown solid in the same manner as Compound 10a was synthesized.

Sources & evidence

ORD record
ord-d3a9bcba01964541b2841b4ace09e521
Source dataset
uspto-grants-2010_12
Patent number
US07855300B2

Reaction notes

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