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

HRID 2200466

反応式

HRID 2200466 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-2957b1622d0d4f708d953c960f099df7
出典データセット
uspto-grants-2016_06
特許番号
US09359308B2

関連ノート

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