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

HRID 710580

반응식

HRID 710580 반응식
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]

참가 물질

5

반응물 3

HCID 6341EthylamineHCID 516892Sodium BicarbonateHCID 86686188HCID 86686188, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
150 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-28850459e7a94e86a3a21d280573c652
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181238B2

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