1-Ethynyl-3-fluorobenzene → HCID 58168226, compound

HRID 1029135Notes

Reaction equation

HRID 1029135 reaction equation
Cl[C:2]1[CH:11]=[CH:10][N:9]=[C:8]2[C:3]=1[C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[C:6](=[O:12])[NH:7]2.[C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=1)#[CH:18]>>[F:25][C:21]1[CH:20]=[C:19]([C:17]#[C:18][C:2]2[CH:11]=[CH:10][N:9]=[C:8]3[C:3]=2[C:4]2[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=2[C:6](=[O:12])[NH:7]3)[CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 5202181-Ethynyl-3-fluorobenzeneHCID 581680081-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one

Product 1

HCID 58168226HCID 58168226, compoundYield 71%

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 160 using Compound 83 (100 mg, 0.43 mmol) and 1-ethynyl-3-fluoro-benzene (78 mg, 0.65 mmol) to provide 166 (96 mg, 70% yield) as a white solid. LC-MS (M+H=315, obsd.=315).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-2567602955904c14b85c147ede320199
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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