1-Ethynyl-2-methoxybenzene → 1-(2-Methoxy-phenylethynyl)-5H-benzo[c][1,8]naphthyridin-6-one

HRID 1029133Notes

Reaction equation

HRID 1029133 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][C:20]=1[O:25][CH3:26])#[CH:18]>>[CH3:26][O:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[C:17]#[C:18][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

Participants

3

Reactant 2

HCID 5829121-Ethynyl-2-methoxybenzeneHCID 581680081-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one

Product 1

HCID 581683331-(2-Methoxy-phenylethynyl)-5H-benzo[c][1,8]naphthyridin-6-oneYield 72%

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-2-methoxy-benzene (86 mg, 0.65 mmol) to provide 164 (101 mg, 71% yield) as a white solid. LC-MS (M+H=327, obsd.=327).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-dcc63f6d3b1c4a2cac74848ec5bc0868
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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