Water → (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-3-phenylpropanamide

HRID 2200466

반응식

HRID 2200466 반응식
[Cl:1][C:2]1[C:3]([C:9]#[N:10])=[N:4][CH:5]=[C:6](Cl)[N:7]=1.[NH2:11][C@@H:12]([C:20]([NH2:22])=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.CCN(C(C)C)C(C)C.O>CN(C=O)C.CCOC(C)=O>[Cl:1][C:2]1[N:7]=[C:6]([NH:11][C@H:12]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:20]([NH2:22])=[O:21])[CH:5]=[N:4][C:3]=1[C:9]#[N:10]

참가 물질

7

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 7000171(2R)-2-amino-3-phenylpropanamideHCID 529877443,5-Dichloropyrazine-2-carbonitrile

생성물 1

HCID 86685588(R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-3-phenylpropanamide수율 85.9%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 3,5-dichloropyrazine-2-carbonitrile (86 mg, 0.494 mmol), D-phenylalaninamide (81 mg, 0.494 mmol) and DIEA (0.130 mL, 0.747 mmol) in DMF (2 mL) was stirred at room temperature for 20 h. Water and EtOAc were added. Organic phase was separated, washed with 1N HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-3-phenylpropanamide (128 mg) as an oil.

후처리

  1. customOrganic phase was separated
  2. washwashed with 1N HCl
  3. dry with materialwith 5% NaHCO3, dried over Na2SO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-2957b1622d0d4f708d953c960f099df7
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359308B2

연결된 노트

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