Methyl 3-aminopyrazinecarboxylate → Methyl 3-amino-6-iodopyrazine-2-carboxylate

HRID 334383

반응식

HRID 334383 반응식
[I:1]N1C(=O)CCC1=O.[NH2:9][C:10]1[C:11]([C:16]([O:18][CH3:19])=[O:17])=[N:12][CH:13]=[CH:14][N:15]=1>CN(C)C=O>[NH2:9][C:10]1[C:11]([C:16]([O:18][CH3:19])=[O:17])=[N:12][C:13]([I:1])=[CH:14][N:15]=1

참가 물질

4

반응물 2

HCID 72669Methyl 3-aminopyrazinecarboxylateHCID 120273N-Iodosuccinimide2회

생성물 1

HCID 11087124Methyl 3-amino-6-iodopyrazine-2-carboxylate수율 88%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
65 °C

실험 절차

1.5 equivalents of N-iodosuccinimide are added at room temperature to 5 g (32.7 mmol) of a methyl 3-aminopyrazine-2-carboxylate solution in 25 ml of dimethylformamide. The reaction medium is heated at 65° C. for 1 hour, added together with 0.5 equivalents of N-iodosuccinimide and maintained at 65° C. for 24 hours. After returning to room temperature, the solvent is evaporated and then the product is extracted several times with dichloromethane. The organic phases are combined, washed with 10% sodium bisulfite solution, dried on magnesium sulfate and concentrated to yield 8 g (88%) of methyl 3-amino-6-iodopyrazine-2-carboxylate in the form of a yellow solid.

후처리

  1. temperaturemaintained at 65° C. for 24 hours
  2. customAfter returning to room temperature
  3. customthe solvent is evaporated
  4. extractionthe product is extracted several times with dichloromethane
  5. washwashed with 10% sodium bisulfite solution
  6. customdried on magnesium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6ff15b6de6a441d9bc4c3f8a1eb0123a
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883821B2

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