Lawesson's reagent → HCID 58829668, compound

HRID 2092294Notes

Reaction equation

HRID 2092294 reaction equation
COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:10])=CC=1.[F:23][C:24]1[C:42]([C:43]2[CH:44]=[C:45]3[C:50](=[CH:51][CH:52]=2)[N:49]=[C:48]([NH:53][CH3:54])[N:47]=[CH:46]3)=[C:41]([CH3:55])[CH:40]=[CH:39][C:25]=1[C:26]([NH:28][C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH:36]([CH3:38])[CH3:37])[CH:30]=1)=O>C1(C)C=CC=CC=1>[F:23][C:24]1[C:42]([C:43]2[CH:44]=[C:45]3[C:50](=[CH:51][CH:52]=2)[N:49]=[C:48]([NH:53][CH3:54])[N:47]=[CH:46]3)=[C:41]([CH3:55])[CH:40]=[CH:39][C:25]=1[C:26](=[S:10])[NH:28][C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH:36]([CH3:38])[CH3:37])[CH:30]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 588290582-fluoro-N-(3-isopropoxyphenyl)-4-methyl-3-(2-(methylamino)quinazolin-6-yl)benzamide

Product 1

HCID 58829668HCID 58829668, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of Lawesson's reagent (47 mg, 115 μmol) and 2-fluoro-N-(3-isopropoxyphenyl)-4-methyl-3-(2-(methylamino)quinazolin-6-yl)benzamide (93 mg, 209 μmol) in toluene (8 mL) was heatred at reflux for 16 h. Solvent was removed in vacuo and the residue was purified by flash chromatography (25-70% EtOAc/hexane) to give the title compound. MS (M+H)+ 461.

Workup

  1. temperatureat reflux for 16 h
  2. customSolvent was removed in vacuo
  3. customthe residue was purified by flash chromatography (25-70% EtOAc/hexane)

Sources & evidence

ORD record
ord-9d35987d994845eca558562d2db827c4
Source dataset
uspto-grants-2013_05
Patent number
US08440674B2

Reaction notes

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