Aminopyrazine → HCID 59436366、化合物

HRID 1961411ノート

反応式

HRID 1961411 の反応式
[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

参加物

5

反応物 3

HCID 78747AminopyrazineHCID 11129200N-Boc-4,4-difluoro-L-proline methyl esterHCID 178418918HCID 178418918、化合物

生成物 1

HCID 59436366HCID 59436366、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-ff52cd0d8c1b425caa8bc7bb0488b7c8
出典データセット
uspto-grants-2013_04
特許番号
US08415340B2

反応ノート

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