2-Azetidinone → HCID 24739471, compound

HRID 731659Notes

Reaction equation

I[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]3[C:12]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)=[N:13][O:14][C:15]=3[CH3:16])[N:10]=2)[CH:7]=1.[NH:23]1[CH2:26][CH2:25][C:24]1=[O:27]>>[CH3:16][C:15]1[O:14][N:13]=[C:12]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]=1[C:9]1[N:10]=[C:5]2[CH:4]=[CH:3][C:2]([N:23]3[CH2:26][CH2:25][C:24]3=[O:27])=[CH:7][N:6]2[CH:8]=1

Participants

Reactant 2

HCID 1367212-Azetidinone

HCID 24738994HCID 24738994, compound

Product 1

HCID 24739471HCID 24739471, compoundYield 6%

Procedure

As described for Example 60, 6-iodo-2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridine (100 mg, 0.25 mmol) was converted, using 2-azetidinone instead of benzamide, to the title compound (4.8 mg, 6%) which was obtained as a light yellow oil. MS: m/e=345.0 [M+H]+.

Sources & evidence

ORD record: ord-a8442310d5024fd28b60da03bf85e13a
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07585874B2

Reaction notes

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