Ethylamine → 7-(Ethylamino)-1-methyl-1,6-naphthyridin-2(1H)-one

HRID 710580

反応式

HRID 710580 の反応式
Cl[C:2]1[N:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([O:12]CC)=O)=[C:4]([NH:15][CH3:16])[CH:3]=1.[CH2:17]([NH2:19])[CH3:18].C(=O)(O)[O-].[Na+]>CN1C(=O)CCC1>[CH2:17]([NH:19][C:2]1[CH:3]=[C:4]2[C:5]([CH:8]=[CH:9][C:10](=[O:12])[N:15]2[CH3:16])=[CH:6][N:7]=1)[CH3:18]

参加物

5

反応物 3

HCID 6341EthylamineHCID 516892Sodium BicarbonateHCID 86686188HCID 86686188、化合物

生成物 1

HCID 673783687-(Ethylamino)-1-methyl-1,6-naphthyridin-2(1H)-one

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
150 °C

実験手順

A vial was charged with (E)-ethyl 3-(6-chloro-4-(methylamino)pyridin-3-yl)acrylate (45 mg), 70% aqueous ethyl amine (1 mL) and NMP (1 mL). The vial was sealed and heated with microwave irradiation for 35 min at 150° C. Aqueous sodium bicarbonate solution was added and the mixture was extracted with dichloromethane. The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was chromatographed on silica gel (50% ethyl acetate in hexanes eluant) to provide the title compound. MS (m/z) 204.0 (M+1).

後処理

  1. customThe vial was sealed
  2. extractionthe mixture was extracted with dichloromethane
  3. dry with materialThe combined organic extracts were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel (50% ethyl acetate in hexanes eluant)

出典と根拠

ORDレコード
ord-28850459e7a94e86a3a21d280573c652
出典データセット
uspto-grants-2015_11
特許番号
US09181238B2

関連ノート

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