1-Ethynylnaphthalene → HCID 58168009, compound

HRID 1029215Notes

Reaction equation

HRID 1029215 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[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[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)[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 1233571-EthynylnaphthaleneHCID 581680081-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one

Product 1

HCID 58168009HCID 58168009, compoundYield 66.5%

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 1-ethynylnaphthalene (0.09 mL, 0.65 mmol) to provide 253 (99 mg, 66% yield) as a tan solid. LC-MS (M+H=347 obsd.=347). 1H NMR (400 MHz, d6-DMSO): δ 12.25 (s, 1H), 9.89 (d, 1H), 8.55 (d, 1H), 8.46 (d, 2H), 8.16 (d, 1H), 8.10 (m, 2H), 8.01 (m, 1H), 7.75 (m, 5H).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-2b5d74c1a9d14285a449ee85ad54acf5
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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