(2R)-2-methyl-2,3-dihydro-1H-indole → HCID 178461158, compound

HRID 2278672Notes

Reaction equation

HRID 2278672 reaction equation
[N:1]1([C:7]2[N:8]=[C:9]([CH2:14][C:15]([O-:17])=O)[NH:10][C:11](=[S:13])[CH:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Na+].[CH3:19][C@@H:20]1[CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[NH:21]1>>[CH3:19][C@@H:20]1[CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:21]1[C:15](=[O:17])[CH2:14][C:9]1[NH:10][C:11](=[S:13])[CH:12]=[C:7]([N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)[N:8]=1

Participants

3

Reactant 2

HCID 6999618(2R)-2-methyl-2,3-dihydro-1H-indoleHCID 178525241HCID 178525241, compound

Product 1

HCID 178461158HCID 178461158, compound

Procedure

The product is prepared by following the procedure described in example 1e (step 4e) using 200 mg of sodium (4-morpholin-4-yl-6-thioxo-1,6-dihydropyrimidin-2-yl)acetate obtained in example 1e (step 2e) and 106 mg of (R)-2-methyl-2,3-dihydro-1H-indole (which can be prepared according to Krasnov, V. P. et al. (Mendeleev Commun. 2002, 12(1), 27-28)). After purification by silica column chromatography (eluent: 98/02 dichloromethane/ethyl dichloromethane), 71 mg of 1-((R)-2-methyl-2,3-dihydroindol-1-yl)-2-(4-morpholin-4-yl-6-thioxo-1,6-dihydropyrimidin-2-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: 98/02 dichloromethane/ethyl dichloromethane), 71 mg of 1-((R)-2-methyl-2,3-dihydroindol-1-yl)-2-(4-morpholin-4-yl-6-thioxo-1,6-dihydropyrimidin-2-yl)ethanone
  3. customare obtained in the form of a white powder

Sources & evidence

ORD record
ord-1b7c4e2a135548e6a493783425e7f786
Source dataset
uspto-grants-2015_09
Patent number
US09133168B2

Reaction notes

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