Morpholine → (8S)-3-fluoro-2-(morpholin-4-yl)-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one

HRID 80627Notes

Reaction equation

HRID 80627 reaction equation
Cl[C:2]1[N:3]=[C:4]2[NH:13][C@H:12]([C:14]([F:17])([F:16])[F:15])[CH2:11][CH2:10][N:5]2[C:6](=[O:9])[C:7]=1[F:8].[NH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>C(#N)C>[F:8][C:7]1[C:6](=[O:9])[N:5]2[CH2:10][CH2:11][C@@H:12]([C:14]([F:17])([F:16])[F:15])[NH:13][C:4]2=[N:3][C:2]=1[N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 136350279HCID 136350279, compound

Product 1

HCID 136350278(8S)-3-fluoro-2-(morpholin-4-yl)-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The product can be prepared according to the procedure described in Example 16, stage b, but using 1 g of (8S)-2-chloro-3-fluoro-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4 H-pyrimido[1,2-a]pyrimidin-4-one in 5 ml of acetonitrile, and 1.6 ml of morpholine. After a period overnight at 65° C., 1.1 g of (8S)-3-fluoro-2-(morpholin-4-yl)-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4 H-pyrimido[1,2-a]pyrimidin-4-one are obtained in the form of a beige powder, the characteristics of which are the following:

Workup

  1. customThe product can be prepared

Sources & evidence

ORD record
ord-336e369f36d448e4a026bafd82d83fdf
Source dataset
uspto-grants-2014_09
Patent number
US08846670B2

Reaction notes

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