Potassium Carbonate → HCID 56592632, compound

HRID 2359276Notes

Reaction equation

F[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C(=O)([O-])[O-].[K+].[K+].[F:16][C:17]1[CH:29]=[C:28]([OH:30])[C:27]([F:31])=[CH:26][C:18]=1[C:19]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[O:20]>CS(C)=O>[C:4]([C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[O:30][C:28]1[C:27]([F:31])=[CH:26][C:18]([C:19]([NH:21][S:22]([CH3:25])(=[O:23])=[O:24])=[O:20])=[C:17]([F:16])[CH:29]=1)#[N:5]

Participants

Conditions

Temperature: 120 °C

Procedure

To 2-fluorobenzonitrile (12.1 mg, 0.100 mmol) was added potassium carbonate (27.6 mg, 0.200 mmol) and a solution of 2,5-difluoro-4-hydroxy-N-(methylsulfonyl)benzamide (Preparation 34, 32.7 mg 0.130 mmol) in dimethyl sulfoxide (1.0 mL). The reaction mixture was shaken at 120° C. for 5 hours. The reaction mixture was purified on an HPLC column (DIKMA Diamonsil(2) C18 200*20 mm*5 um, acetonitrile-water (0.225% formic acid) gradient) to afford the title compound (3.50 mg, 9.93 μmol).

Workup

customThe reaction mixture was purified on an HPLC column (DIKMA Diamonsil(2) C18 200*20 mm*5 um, acetonitrile-water (0.225% formic acid) gradient)

Sources & evidence

ORD record: ord-40029e7194974dd88db4b486a0ebc42d
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08685977B2

Reaction notes

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