Toluene → 5-(Azidomethyl)-2-methylpyrimidine

HRID 2278728

반응식

HRID 2278728 반응식
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8]O)=[CH:4][N:3]=1.C1(C)C=CC=CC=1.C1C=CC(OP(OC2C=CC=CC=2)([N:26]=[N+:27]=[N-:28])=O)=CC=1.N12CCCN=C1CCCCC2>O.C(Cl)Cl>[N:26]([CH2:8][C:5]1[CH:4]=[N:3][C:2]([CH3:1])=[N:7][CH:6]=1)=[N+:27]=[N-:28]

참가 물질

7

반응물 4

HCID 1140TolueneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 123414Diphenylphosphoryl azideHCID 14686706(2-Methylpyrimidin-5-yl)methanol

생성물 1

HCID 545950225-(Azidomethyl)-2-methylpyrimidine

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

A solution of (2-methylpyrimidin-5-yl)methanol (0.82 g, 6.6 mmol) in toluene (30 mL, 300 mmol) and methylene chloride (40 mL, 600 mmol) at 0° C. was treated with diphenylphosphonic azide (2.8 mL, 13 mmol) followed by 1,8-diazabicyclo[5.4.0]undec-7-ene (2.0 mL, 13 mmol) and stirred for 2 h at 0° C. After being further stirred at rt for 16 h, the reaction mixture was diluted with water (50 mL) and DCM (50 mL). The organic layer was separated and washed with brine, dried (Mg2SO4), filtered, and concentration. The residue was purified by column to give the product as a colorless oil.

후처리

  1. stirringAfter being further stirred at rt for 16 h
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried (Mg2SO4)
  5. filtrationfiltered
  6. concentrationconcentration
  7. customThe residue was purified by column

출처 및 근거

ORD 기록
ord-dc6dc165eeaa4449bbfc8b23cb514a24
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133122B2

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