HCID 57388226, compound → HCID 136378685, compound

HRID 2278576Notes

Reaction equation

HRID 2278576 reaction equation
[N:1]1([C:7]2[N:8]=[C:9]([CH2:14][C:15]([O-:17])=O)[NH:10][C:11](=[O:13])[CH:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Na+].[CH3:19][CH:20]1[CH2:28][C:27]2[C:22](=[CH:23][C:24]([F:29])=[CH:25][CH:26]=2)[NH:21]1>>[F:29][C:24]1[CH:23]=[C:22]2[C:27]([CH2:28][CH:20]([CH3:19])[N:21]2[C:15](=[O:17])[CH2:14][C:9]2[NH:10][C:11](=[O:13])[CH:12]=[C:7]([N:1]3[CH2:2][CH2:3][O:4][CH2:5][CH2:6]3)[N:8]=2)=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 57388226HCID 57388226, compoundHCID 136041844Sodium (4-morpholin-4-yl-6-oxo-1,6-dihydropyrimidin-2-yl)acetate

Product 1

HCID 136378685HCID 136378685, compound

Procedure

The product is prepared by following the procedure described in example 15c using 115 mg of sodium (4-morpholin-4-yl-6-oxo-1,6-dihydropyrimidin-2-yl)acetate and 62 mg of (+)-2-methyl-6-fluoro-2,3-dihydro-1H-indole [reference example 9c, step 5c]. After silica column purification: eluent 98/02 then 95/05 dichloromethane/methanol, 84 mg of -[2-((−)-6-fluoro-2-methyl-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-morpholin-4-yl-3H-pyrimidin-4-one are obtained in the form of a solid, the characteristics of which are the following:

Workup

  1. customThe product is prepared
  2. customAfter silica column purification

Sources & evidence

ORD record
ord-1fe54fe15c4641efbf78bad8b23fa1c3
Source dataset
uspto-grants-2015_09
Patent number
US09133168B2

Reaction notes

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