Potassium Carbonate → 1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

HRID 238011

반응식

HRID 238011 반응식
[I:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[N:8][C:9]=2[NH2:11])[NH:4][N:3]=1.C([O-])([O-])=O.[K+].[K+].I[CH:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1>CN(C=O)C>[CH:19]1([N:4]2[C:5]3=[N:6][CH:7]=[N:8][C:9]([NH2:11])=[C:10]3[C:2]([I:1])=[N:3]2)[CH2:23][CH2:22][CH2:21][CH2:20]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 73784IodocyclopentaneHCID 178508725HCID 178508725, 화합물

생성물 1

HCID 223468081-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine수율 60%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (400 mg, 1.53 mmol) and K2CO3 (1 g, 6 mmol) in DMF (5 ml) was stirred at room temperature under an argon atomosphere. Iodocyclopentane (1.0 g, 0.0084 mol) was added with a syringe. Reaction was refluxed under argon atmosphere for 2 hours. Solid K2CO3 was removed by filtration. Solvent was partially removed in vacuo. Sodium citrate (50 ml) was added and reaction was extracted with EtOAc. Organic phases concentrated in vacuo and purified using silica gel column chromatography [MeOH—CH2Cl2, 5:95] yielding BA80 (300 mg, 60% yield). ESI-MS (M+H)+ m/z calcd 330.0, found 330.0.

후처리

  1. customReaction
  2. temperaturewas refluxed under argon atmosphere for 2 hours
  3. customSolid K2CO3 was removed by filtration
  4. customSolvent was partially removed in vacuo
  5. additionSodium citrate (50 ml) was added
  6. customreaction
  7. extractionwas extracted with EtOAc
  8. concentrationOrganic phases concentrated in vacuo
  9. custompurified
  10. customyielding BA80 (300 mg, 60% yield)

출처 및 근거

ORD 기록
ord-99fa0499fb4c4f1494e05ecd28b77800
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642604B2

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