Ethyl Acetoacetate → HCID 118107614, compound

HRID 524766Notes

Reaction equation

C(O)(=O)C.[F:5][C:6]1[S:10][C:9]([C:11](=[NH:13])[NH2:12])=[N:8][CH:7]=1.[Br:14][C:15]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:16]=1[CH:17]=O.O=[C:25]([CH3:32])[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28]>>[Br:14][C:15]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:16]=1[CH:17]1[C:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[C:25]([CH3:32])[NH:12][C:11]([C:9]2[S:10][C:6]([F:5])=[CH:7][N:8]=2)=[N:13]1

Participants

Reactant 3

HCID 8868Ethyl Acetoacetate

HCID 27733192-Bromo-4-fluorobenzaldehyde

HCID 90043393HCID 90043393, compound

Product 1

HCID 118107614HCID 118107614, compoundYield 45%

Procedure

5-fluorothiazole-2-carboximidamide acetate (0.22 g, 1.07 mmol) was reacted with 2-bromo-4-fluorobenzaldehyde (0.22 g, 1.07 mmol) and ethyl 3-oxobutanoate (0.14 g, 1.07 mmol) according to the procedure as described in Example 1, Step A to give the title compound as a yellow solid (0.21 g, 45%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record: ord-a591a408a7954508bd5c177a541fcc8f
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340538B2

Reaction notes

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