Ethyl Acetoacetate → HCID 90044116, compound

HRID 524745Notes

Reaction equation

HRID 524745 reaction equation
Cl.[O:2]1[CH:6]=[CH:5][N:4]=[C:3]1[C:7](=[NH:9])[NH2:8].[Br:10][C:11]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:12]=1[CH:13]=O.O=[C:21]([CH3:28])[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>>[Br:10][C:11]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:12]=1[CH:13]1[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[C:21]([CH3:28])[NH:8][C:7]([C:3]2[O:2][CH:6]=[CH:5][N:4]=2)=[N:9]1

Participants

4

Reactant 3

HCID 8868Ethyl AcetoacetateHCID 27733192-Bromo-4-fluorobenzaldehydeHCID 90043368HCID 90043368, compound

Product 1

HCID 90044116HCID 90044116, compoundYield 38.1%

Procedure

Oxazole-2-carboximidamide hydrochloride (1.28 g, 8.69 mmol) was reacted with 2-bromo-4-fluorobenzaldehyde (1.76 g, 8.69 mmol) and ethyl 3-oxobutanoate (1.36 g, 10.5 mmol) according to the procedure as described in Example 1, Step A to give the title compound as a yellow solid (1.35 g, 38%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-be5c4c2112724bc6a9dcd20d1401ceb9
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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