3-(Ethanesulfonyl)propan-1-ol → 4-(2,3-Dimethylindol-5-yloxy)-7-(3-ethylsulphonylpropoxy)-6-methoxyquinazoline

HRID 454102Notes

Reaction equation

HRID 454102 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH3:11])=[CH:8][C:7]([O:12][C:13]1[C:22]3[C:17](=[CH:18][C:19]([OH:25])=[C:20]([O:23][CH3:24])[CH:21]=3)[N:16]=[CH:15][N:14]=1)=[CH:6][CH:5]=2.[CH2:26]([S:28]([CH2:31][CH2:32][CH2:33]O)(=[O:30])=[O:29])[CH3:27]>>[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH3:11])=[CH:8][C:7]([O:12][C:13]1[C:22]3[C:17](=[CH:18][C:19]([O:25][CH2:33][CH2:32][CH2:31][S:28]([CH2:26][CH3:27])(=[O:30])=[O:29])=[C:20]([O:23][CH3:24])[CH:21]=3)[N:16]=[CH:15][N:14]=1)=[CH:6][CH:5]=2

Participants

3

Reactant 2

HCID 129433033-(Ethanesulfonyl)propan-1-olHCID 1357631184-(2,3-Dimethylindol-5-yloxy)-7-hydroxy-6-methoxyquinazoline

Product 1

HCID 220305944-(2,3-Dimethylindol-5-yloxy)-7-(3-ethylsulphonylpropoxy)-6-methoxyquinazolineYield 57%

Procedure

Using an analogous procedure to that described for Example 124, 4-(2,3-dimethylindol-5-yloxy)-7-hydroxy-6-methoxyquinazoline (120 mg, 0.36 mol), (prepared as described for the starting material in Example 91), was reacted with 3-(ethylsulphonyl)-1-propanol (71 mg, 0.46 mol), (prepared as described for the starting material in Example 124), to give 4-(2,3-dimethylindol-5-yloxy)-7-(3-ethylsulphonylpropoxy)-6-methoxyquinazoline (96 mg, 57%).

Workup

  1. custom(prepared
  2. custom(prepared

Sources & evidence

ORD record
ord-79c72fe880f742c8bf561dc135d55c22
Source dataset
uspto-grants-2013_07
Patent number
US08492560B2

Reaction notes

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