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m-Chloroperbenzoic acid → 5-bromo-N4-isopropyl-N2-[4-(methylsulfinyl)phenyl)-pyrimidine-2,4-diamine

HRID 1391457
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HRID 1391457 반응식
Cl.[Br:2][C:3]1[C:4]([NH:18][CH:19]([CH3:21])[CH3:20])=[N:5][C:6]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)=[N:7][CH:8]=1.ClC1C=C(C=CC=1)C(OO)=[O:27]>C(Cl)Cl>[Br:2][C:3]1[C:4]([NH:18][CH:19]([CH3:21])[CH3:20])=[N:5][C:6]([NH:9][C:10]2[CH:11]=[CH:12][C:13]([S:16]([CH3:17])=[O:27])=[CH:14][CH:15]=2)=[N:7][CH:8]=1
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참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 687016295-bromo-N4-isopropyl-N2-[4-(methylsulfanyl)phenyl)-pyrimidine-2,4-diamine hydrochloride

생성물 1

HCID 596740175-bromo-N4-isopropyl-N2-[4-(methylsulfinyl)phenyl)-pyrimidine-2,4-diamine

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

1.77 g (4.6 mmol) of 5-bromo-N4-isopropyl-N2-[4-(methylsulfanyl)phenyl)-pyrimidine-2,4-diamine hydrochloride is taken up in 40 ml of DCM and mixed with 1.73 g (5.5 mmol) of 3-chloroperoxybenzoic acid (55%). The batch is stirred for 90 minutes at room temperature and then diluted with DCM. It is washed with saturated NaHCO3 solution and saturated NaCl solution. The organic phase is dried (Na2SO4), filtered and concentrated by evaporation. The remaining residue is purified by chromatography (DCM/EtOH 9:1). 553 mg (1.5 mmol, corresponding to 33% of theory) of the product is obtained.

후처리

  1. washIt is washed with saturated NaHCO3 solution and saturated NaCl solution
  2. dry with materialThe organic phase is dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated by evaporation
  5. customThe remaining residue is purified by chromatography (DCM/EtOH 9:1)
  6. custom553 mg (1.5 mmol, corresponding to 33% of theory) of the product is obtained

출처 및 근거

ORD 기록
ord-4d11d6a700e3469a91524485e9c7f14a
출처 데이터셋
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07338958B2

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