Methyl chloroformate → Dimethyl(4-iodo-5-methylpyridin-2-yl)imidodicarbonate

HRID 537031노트

반응식

HRID 537031 반응식
[I:1][C:2]1[C:7]([CH3:8])=[CH:6][N:5]=[C:4]([NH2:9])[CH:3]=1.CCN(C(C)C)C(C)C.[C:19](Cl)(=[O:22])[O:20][CH3:21]>C(Cl)Cl.[NH4+].[Cl-]>[CH3:21][O:20][C:19]([N:9]([C:4]1[CH:3]=[C:2]([I:1])[C:7]([CH3:8])=[CH:6][N:5]=1)[C:19]([O:20][CH3:21])=[O:22])=[O:22]

참가 물질

6

반응물 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 667478634-Iodo-5-methylpyridin-2-amine

생성물 1

HCID 66748316Dimethyl(4-iodo-5-methylpyridin-2-yl)imidodicarbonate수율 82.7%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 25517Ammonium Chloride용매

반응 조건

온도
0 °C

실험 절차

To a solution of 4-iodo-5-methylpyridin-2-amine (90 g, 380 mmol) in DCM (3800 mL) were added DIEA (192 mL, 930 mmol) and methyl carbonochloridate (58.8 mL, 760 mmol) at 0° C. The reaction mixture was allowed to stir at 0° C. for 1 h and was then diluted with aqueous saturated NH4Cl. The organic solvent was separated and the aqueous solution was extracted with DCM. The organic solutions were combined, washed with brine and concentrated to give dimethyl(4-iodo-5-methylpyridin-2-yl)imidodicarbonate (110 g, 80%) which was used in the next step without purification.

후처리

  1. customThe organic solvent was separated
  2. extractionthe aqueous solution was extracted with DCM
  3. washwashed with brine
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6959c635703c404d9483d1aa579afcd7
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859768B2

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