1-Chloro-3-ethynylbenzene → HCID 58168374, compound

HRID 1029134Notes

Reaction equation

HRID 1029134 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]([Cl:25])[CH:20]=1)#[CH:18]>>[Cl: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 1230861-Chloro-3-ethynylbenzeneHCID 581680081-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one

Product 1

HCID 58168374HCID 58168374, compoundYield 72.4%

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-chloro-benzene (88 mg, 0.65 mmol) to provide 165 (103 mg, 72% yield) as a white solid. LC-MS (M+H=331, obsd.=331).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-1473693328be49288e9c8a9de7174a6e
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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