Methanesulfonyl chloride → 3-Bromo-5-(1-(methylsulfonyl)pyrrolidin-3-yl)pyridin-2-amine

HRID 595820노트

반응식

HRID 595820 반응식
[Br:1][C:2]1[C:3]([NH2:13])=[N:4][CH:5]=[C:6]([CH:8]2[CH2:12][CH2:11][NH:10][CH2:9]2)[CH:7]=1.CCN(C(C)C)C(C)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>C(Cl)Cl>[Br:1][C:2]1[C:3]([NH2:13])=[N:4][CH:5]=[C:6]([CH:8]2[CH2:12][CH2:11][N:10]([S:24]([CH3:23])(=[O:26])=[O:25])[CH2:9]2)[CH:7]=1

참가 물질

5

반응물 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 1180452883-Bromo-5-(pyrrolidin-3-yl)pyridin-2-amine

생성물 1

HCID 1180455673-Bromo-5-(1-(methylsulfonyl)pyrrolidin-3-yl)pyridin-2-amine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 3-bromo-5-(pyrrolidin-3-yl)pyridin-2-amine (20 mg, 0.083 mmol) in DCM in ice bath was added DIEA (57.7 μl, 0.330 mmol) and methanesulfonyl chloride (7.08 μl, 0.091 mmol). The reaction mixture was stirred in ice bath 30 min. The reaction mixture was partitioned between DCM and water. The DCM layer was separated and washed with brine, dried over sodium sulfate, filtered and evaporated. The crude product was used for next step without purification. LCMS (m/z): 320.0/322.0 (MH+), 0.363 min.

후처리

  1. customThe reaction mixture was partitioned between DCM and water
  2. customThe DCM layer was separated
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude product was used for next step without purification
  8. custom320.0/322.0 (MH+), 0.363 min.

출처 및 근거

ORD 기록
ord-d28dfc69b41442eab8c81176aa824a16
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242996B2

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