HCID 178425650, compound → N-cyclopropyl-7-iodo-6-methylbenzo[d]isoxazol-3-amine

HRID 2357520Notes

Reaction equation

[CH:1]1([NH:4][C:5](=[N:15][OH:16])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([I:13])[C:7]=2F)[CH2:3][CH2:2]1>C1COCC1>[CH:1]1([NH:4][C:5]2[C:6]3[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([I:13])[C:7]=3[O:16][N:15]=2)[CH2:3][CH2:2]1

Participants

Conditions

Temperature: 150 °C

Procedure

1,8-Diazabicyclo(5.4.0)-7-undecene (0.25 mL, 1.65 mmol) was added to N-cyclopropyl-2-fluoro-N′-hydroxy-3-iodo-4-methylbenzamidine (500 mg, 1.5 mmol) in anhydrous THF (2.0 mL) then heated in a microwave at 150° C. for 70 min. The solvents were evaporated and the residue was loaded on an ISCO column (40 g, eluted with 25-75% ethyl acetate in Hexanes) to provide the title compound as an off-white crystalline solid. MS (ESI, pos. ion) m/z: 315.0 (M+1).

Workup

customThe solvents were evaporated
washthe residue was loaded on an ISCO column (40 g, eluted with 25-75% ethyl acetate in Hexanes)

Sources & evidence

ORD record: ord-15634fa1a0b3408fb616d588cbd71db6
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07759337B2

Reaction notes

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