6-amino-3,4-dihydroquinolin-2(1H)-one → HCID 56649303, compound

HRID 1400060Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:16]([CH3:21])[S:17]([CH3:20])(=[O:19])=[O:18])[CH:5]=[CH:4][N:3]=1.[NH2:22][C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[NH:29][C:28](=[O:33])[CH2:27][CH2:26]2>C(O)CCC>[CH3:21][N:16]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][CH2:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:22][C:23]2[CH:24]=[C:25]3[C:30](=[CH:31][CH:32]=2)[NH:29][C:28](=[O:33])[CH2:27][CH2:26]3)[N:7]=1)[S:17]([CH3:20])(=[O:19])=[O:18]

Participants

Conditions

Temperature: 120 °C

Procedure

200 mg of N-{2-[2-(2-chloropyrimidin-4-yl)ethyl]phenyl}-N-methylmethanesulfonamide and 70 mg of 6-amino-3,4-dihydroquinolin-2(1H)-one are dissolved in 3 ml of n-butanol and warmed at 120° C. for 12 h in a sealed vessel. After cooling to room temperature, the solvent is removed in vacuo, and the residue is chromatographed on silica gel, giving 50 mg of the title compound as colourless solid;

Workup

temperatureAfter cooling to room temperature
customthe solvent is removed in vacuo
customthe residue is chromatographed on silica gel

Sources & evidence

ORD record: ord-5b81b5f3cb7440d78d961ec54d364520
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08906916B2

Reaction notes

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