HCID 11189100, compound → HCID 11163028, compound

HRID 2053420Notes

Reaction equation

C([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[C:13]1[C:14](=[O:30])[NH:15][C:16]2[C:21]([C:22]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[CH:20][C:19]([Cl:29])=[CH:18][CH:17]=2)C1C=CC=CC=1>ClC(OC(Cl)=O)C>[Cl:29][C:19]1[CH:20]=[C:21]2[C:16](=[CH:17][CH:18]=1)[NH:15][C:14](=[O:30])[C:13]([C:9]1[NH:10][CH:11]=[CH:12][N:8]=1)=[C:22]2[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A solution of 3-(1-benzyl-1H-imidazol-2-yl)-6-chloro-4-phenyl-1H-quinolin-2-one (110 mg) in α-chloroethylchloroformate (5 mL) was heated at 100° C. for 2 hr. The reaction was evaporated and the resulting residue was dried in vacuo. The residue was dissolved in HOAc (5 mL) and NH4Ac (100 mg) was added. The reaction mixture was heated at 100° C. for 12 hr. Solvents were removed and the title compound was isolated by reversed phase HPLC. Yield 66%.

Workup

customThe reaction was evaporated
customthe resulting residue was dried in vacuo
dissolutionThe residue was dissolved in HOAc (5 mL)
additionNH4Ac (100 mg) was added
customSolvents were removed

Sources & evidence

ORD record: ord-5d538ca4b9a049c6a8bc36d28474916d
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07326788B2

Reaction notes

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