Sodium Chloride → (2R)-2-(5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-ylamino)-4-methylpentanamide

HRID 340511ノート

反応式

HRID 340511 の反応式
C(=O)([O-])[O-].[Ca+2].[NH2:6][C@@H:7]([C:12]([NH2:14])=[O:13])[CH2:8][CH:9]([CH3:11])[CH3:10].Cl.Cl[C:17]1[C:24]([F:25])=[CH:23][C:20]([C:21]#[N:22])=[C:19]([NH:26][C:27]2[CH:28]=[C:29]3[C:34](=[CH:35][CH:36]=2)[N:33]=[CH:32][CH:31]=[CH:30]3)[N:18]=1.[Cl-].[Na+]>C(OCC)(=O)C.O.O1CCOCC1>[C:21]([C:20]1[CH:23]=[C:24]([F:25])[C:17]([NH:6][C@H:7]([CH2:8][CH:9]([CH3:11])[CH3:10])[C:12]([NH2:14])=[O:13])=[N:18][C:19]=1[NH:26][C:27]1[CH:28]=[C:29]2[C:34](=[CH:35][CH:36]=1)[N:33]=[CH:32][CH:31]=[CH:30]2)#[N:22]

参加物

8

反応物 4

HCID 5234Sodium ChlorideHCID 10112Calcium CarbonateHCID 56776963(R)-2-Amino-4-methylpentanamide hydrochlorideHCID 866838496-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile

生成物 1

HCID 86683890(2R)-2-(5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-ylamino)-4-methylpentanamide収率 83.7%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

実験手順

Calcium carbonate (138 mg) and D-leucinamide•hydrochloride (83 mg) were added to a 1,4-dioxane (1 ml) solution containing 6-chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile (30 mg), followed by reflux for 15 hours. The reaction mixture was cooled to room temperature, and water, sodium chloride, and ethyl acetate were added. The organic layer was collected and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure. Diisopropylether was added to the obtained residue, solid matter was collected by filtration, and a yellow solid of (2R)-2-(5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-ylamino)-4-methylpentanamide (33 mg) was thus obtained.

後処理

  1. temperatureby reflux for 15 hours
  2. customThe organic layer was collected
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled away under reduced pressure
  5. additionDiisopropylether was added to the obtained residue, solid matter
  6. filtrationwas collected by filtration

出典と根拠

ORDレコード
ord-a7c2878e92e24f2786150a1652b03fb6
出典データセット
uspto-grants-2014_11
特許番号
US08895585B2

反応ノート

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