p-Ethynyltoluene → HCID 58167988, compound

HRID 1029220Notes

Reaction equation

HRID 1029220 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][C:22]([CH3:25])=[CH:21][CH:20]=1)#[CH:18]>>[CH3:25][C:22]1[CH:23]=[CH:24][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:20][CH:21]=1

Participants

3

Reactant 2

HCID 13018p-EthynyltolueneHCID 581680081-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one

Product 1

HCID 58167988HCID 58167988, compoundYield 64%

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 160 using 83 (100 mg, 0.43 mmol) and 4-ethynyltoluene (0.08 mL, 0.65 mmol) to provide 258 (85 mg, 64% yield) as a brown solid. LC-MS (M+H=311 obsd.=311).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-83bb85ccef5d4f30a21f1c7097381daf
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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