Phenylacetylene → HCID 58168095, compound

HRID 1029130Notes

Reaction equation

HRID 1029130 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]=[CH:21][CH:20]=1)#[CH:18]>>[C:19]1([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]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 10821PhenylacetyleneHCID 581680081-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one

Product 1

HCID 58168095HCID 58168095, compoundYield 68.3%

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 ethynyl benzene (66 mg, 0.65 mmol) to provide 161 (87 mg, 67% yield) as a light-yellow solid. LC-MS (M+H=297, obsd.=297).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-81c491728acd4f62867f7b51401eea50
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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