Cesium carbonate → HCID 59550880, compound

HRID 1169753Notes

Reaction equation

HRID 1169753 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([Br:9])=[CH:4][N:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].[C:16]([O:20][C:21](=[O:25])[CH2:22][CH2:23][OH:24])([CH3:19])([CH3:18])[CH3:17]>CN(C=O)C.[Cl-].[Na+].O>[C:16]([O:20][C:21](=[O:25])[CH2:22][CH2:23][O:24][C:6]1[C:5]([Br:9])=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=1)([CH3:19])([CH3:18])[CH3:17]

Participants

6

Reactant 3

HCID 10796Cesium carbonateHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 16218743tert-Butyl 3-hydroxypropanoate

Product 1

HCID 59550880HCID 59550880, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

2,4-Dichloro-5-bromopyrimidine (7.98 g, 35 mmol) is dissolved in DMF (35 ml) and Cs2CO3 (11.4 g, 35 mmol) and 3-hydroxy-propionic acid tert-butyl-ester (5.12 g, 35 mmol) are added. The reaction mixture is stirred for 5 h at rt. The reaction mixture is diluted with brine and the extracted with ethyl acetate (3×). The organic layers are washed with brine, dried over sodiumsulfat and evaporated to dryness. The crude product is used for the following reaction without any further purification.

Workup

  1. extractionthe extracted with ethyl acetate (3×)
  2. washThe organic layers are washed with brine
  3. dry with materialdried over sodiumsulfat
  4. customevaporated to dryness
  5. customThe crude product is used for the following reaction without any further purification

Sources & evidence

ORD record
ord-94360892e689449f8c415048809a8204
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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