4-Ethynylaniline → HCID 58168360, compound

HRID 1029223Notes

Reaction equation

HRID 1029223 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:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1)#[CH:18]>>[NH2:23][C:22]1[CH:24]=[CH:25][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 37600254-EthynylanilineHCID 581680081-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one

Product 1

HCID 58168360HCID 58168360, compoundYield 85.9%

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-ethynylaniline (76 mg, 0.65 mmol) to provide 261 (115 mg, 85% yield) as a brown solid. LC-MS (M+H=312 obsd.=312).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-4f2150f0399d4b67985f438f015d98a4
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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