Aminopyrazine → HCID 59436366, 화합물

HRID 1961411노트

반응식

HRID 1961411 반응식
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[NH2:7].C([Mg]Cl)(C)C.[F:13][C:14]1([F:30])[CH2:18][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C@H:16]([C:26](OC)=[O:27])[CH2:15]1>C1COCC1>[F:30][C:14]1([F:13])[CH2:18][N:17]([C:19]([O:21][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:20])[C@H:16]([C:26](=[O:27])[NH:7][C:2]2[CH:3]=[N:4][CH:5]=[CH:6][N:1]=2)[CH2:15]1

참가 물질

5

반응물 3

HCID 78747AminopyrazineHCID 11129200N-Boc-4,4-difluoro-L-proline methyl esterHCID 178418918HCID 178418918, 화합물

생성물 1

HCID 59436366HCID 59436366, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred solution of pyrazin-2-amine (4.30 g, 45.2 mmol) in 50 mL of THF was added isopropylmagnesium chloride (16.96 mL, 33.9 mmol) dropwise under nitrogen atmosphere. A solid precipitated from the solution. After 15 min, a solution of (S)-1-tert-butyl 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate 116A (3 g, 11.31 mmol) in 50 mL of THF was added and stirred for 2 hr. The solvent was evaporated to dryness at the reduced pressure. The residue was suspended in ethyl acetate, washed with water, brined and dried. Evaporation of the solvent furnished a solid, which was chromatographed (20% ethyl acetate, CH2Cl2) to give 116B. LC/MS [M+H]+: 329; Ret time (Method F): 2.42 min.

후처리

  1. customA solid precipitated from the solution
  2. customThe solvent was evaporated to dryness at the reduced pressure
  3. washwashed with water
  4. customdried
  5. customEvaporation of the solvent
  6. customfurnished a solid, which
  7. customwas chromatographed (20% ethyl acetate, CH2Cl2)

출처 및 근거

ORD 기록
ord-ff52cd0d8c1b425caa8bc7bb0488b7c8
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415340B2

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