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

HRID 537031ノート

反応式

HRID 537031 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 25517Ammonium Chloride溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-6959c635703c404d9483d1aa579afcd7
出典データセット
uspto-grants-2014_10
特許番号
US08859768B2

反応ノート

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