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Cesium carbonate → 3-(5-Bromo-2-chloro-pyrimidin-4-yloxy)-propionic acid tert-butyl ester

HRID 1169753
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HRID 1169753 반응식
[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]
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참가 물질

6

반응물 3

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

생성물 1

HCID 595508803-(5-Bromo-2-chloro-pyrimidin-4-yloxy)-propionic acid tert-butyl ester

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 57417360
Sodium chloride; water
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-94360892e689449f8c415048809a8204
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07825128B2

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