Diisopropylethylamine → (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-4-methylpentanamide

HRID 332812노트

반응식

HRID 332812 반응식
[Cl:1][C:2]1[C:3]([C:9]#[N:10])=[N:4][CH:5]=[C:6](Cl)[N:7]=1.Cl.[NH2:12][C@@H:13]([C:18]([NH2:20])=[O:19])[CH2:14][CH:15]([CH3:17])[CH3:16].CCN(C(C)C)C(C)C>C(C#N)(C)=O.CCOC(C)=O>[Cl:1][C:2]1[N:7]=[C:6]([NH:12][C@H:13]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:18]([NH2:20])=[O:19])[CH:5]=[N:4][C:3]=1[C:9]#[N:10]

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 529877443,5-Dichloropyrazine-2-carbonitrileHCID 56776963(R)-2-Amino-4-methylpentanamide hydrochloride

생성물 1

HCID 86685528(R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-4-methylpentanamide수율 98.3%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 694302-Oxopropiononitrile용매

실험 절차

To a mixture of 3,5-dichloropyrazine-2-carbonitrile (100 mg, 0.57 mmol) and D-leucinamide HCl salt (104 mg, 0.625 mmol) in AcCN (2 mL) was added DIPEA (0.223 mL, 1.254 mmol). After stirring at room temperature for 4 h, it was diluted with EtOAc, washed with sat. NaHCO3, organic layer was separated and washed with brine, dried and concentrated to give (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-4-methylpentanamide (150 mg).

후처리

  1. washwashed with sat. NaHCO3, organic layer
  2. customwas separated
  3. washwashed with brine
  4. customdried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7ef5cb17d84541df92deb0695a21a903
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877760B2

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