2-Methylindoline → HCID 68281780, compound

HRID 2278481Notes

Reaction equation

HRID 2278481 reaction equation
[F:1][C:2]1[C:3]([O:18][CH3:19])=[N:4][C:5]([CH2:14][C:15]([O-:17])=O)=[N:6][C:7]=1[N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1.[Na+].[CH3:21][CH:22]1[CH2:30][C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[NH:23]1>>[F:1][C:2]1[C:3]([O:18][CH3:19])=[N:4][C:5]([CH2:14][C:15]([N:23]2[C:24]3[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:30][CH:22]2[CH3:21])=[O:17])=[N:6][C:7]=1[N:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1

Participants

3

Reactant 2

HCID 233052-MethylindolineHCID 57388439HCID 57388439, compound

Product 1

HCID 68281780HCID 68281780, compound

Procedure

The product is prepared by following the procedure described in example 1a (step 5a) using 600 mg of sodium (5-fluoro-4-methoxy-6-morpholin-4-ylpyrimidin-2-yl)acetate obtained in example 1a (step 4a) and 272 mg of 2-methyl-2,3-dihydro-1H-indole. After purification by silica column chromatography (eluent: 97/03 dichloromethane/ethyl acetate), 366 mg of 2-(5-fluoro-4-methoxy-6-morpholin-4-ylpyrimidin-2-yl)-1-(2-methyl-2,3-dihydroindol-1-yl) ethanone are obtained in the form of a white powder, the characteristics of which are the following:

Workup

  1. customThe product is prepared
  2. customAfter purification by silica column chromatography (eluent: 97/03 dichloromethane/ethyl acetate), 366 mg of 2-(5-fluoro-4-methoxy-6-morpholin-4-ylpyrimidin-2-yl)-1-(2-methyl-2,3-dihydroindol-1-yl) ethanone
  3. customare obtained in the form of a white powder

Sources & evidence

ORD record
ord-d5824f95d57a4900b8cac1b86ab50dca
Source dataset
uspto-grants-2015_09
Patent number
US09133168B2

Reaction notes

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