4-(Bromoacetyl)-5-methyl-3-phenylisoxazole → HCID 178434977, compound

HRID 2219350Notes

Reaction equation

Br[CH2:2][C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:7][O:8][C:9]=1[CH3:10])=O.[CH2:17]1[CH:19]([C:20]([NH2:22])=[NH:21])[CH2:18]1.Cl>>[CH:19]1([C:20]2[NH:21][CH:2]=[C:3]([C:5]3[C:6]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)=[N:7][O:8][C:9]=3[CH3:10])[N:22]=2)[CH2:17][CH2:18]1

Participants

Reactant 2

HCID 27355314-(Bromoacetyl)-5-methyl-3-phenylisoxazole

HCID 2781916Cyclopropanecarboximidamide hydrochloride

Product 1

HCID 178434977HCID 178434977, compoundYield 85%

Procedure

As described for Example 57, 4-(bromoacetyl)-5-methyl-3-phenylisoxazole (commercially available) (1.5 g, 5 mmol) using cycloproylcarbamidine HCl instead of acetamidine HCl was converted to the title compound (1.2 g, 85%) which was obtained as an off-white solid. MS: m/e=266.3 [M+H]+.

Sources & evidence

ORD record: ord-49e8c527b7104cb19aa0fba5e9e3fe8d
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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