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Methylamine → 4'-(Methylamino)spiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[2,3-b]pyridine]

HRID 48528
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HRID 48528 반응식
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[O:8][C:9]3([CH:15]4[CH2:16][CH2:17][N:12]([CH2:13][CH2:14]4)[CH2:11]3)[CH2:10][C:3]=12.[CH3:18][NH2:19]>>[CH3:18][NH:19][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[O:8][C:9]3([CH:15]4[CH2:16][CH2:17][N:12]([CH2:13][CH2:14]4)[CH2:11]3)[CH2:10][C:3]=12
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참가 물질

3

반응물 2

HCID 6329MethylamineHCID 100377734'-chlorospiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[2,3-b]pyridine]

생성물 1

HCID 220458494'-(Methylamino)spiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[2,3-b]pyridine]

실험 절차

A solution of 151 mg (0.60 mmol) of 4′-chlorospiro[1-azabicyclo[2.2.2]octane-3,2′(3′H)-furo[2,3-b]pyridine] in 25 mL of 40% aqueous methylamine was heated to 175° C. in a steel bomb for 18 hours, then cooled to ambient temperature and concentrated in vacuo. The residue was dissolved in 10 mL of ethanol containing 0.4 mL of concentrated hydrochloric acid and the solution was allowed to stand overnight. After filtering, the solution was concentrated in vacuo and the residue crystallized from isopropanol, giving 147 mg of the title compound as a white solid: electrospray MS (m/z, relative intensity) 246 ([MH]+).

후처리

  1. concentrationconcentrated in vacuo
  • dissolutionThe residue was dissolved in 10 mL of ethanol containing 0.4 mL of concentrated hydrochloric acid
  • filtrationAfter filtering
  • concentrationthe solution was concentrated in vacuo
  • customthe residue crystallized from isopropanol
  • 출처 및 근거

    ORD 기록
    ord-63cfe256fd9c4cd887b1b4309f8a3ef8
    출처 데이터셋
    uspto-grants-2004_03
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US06703502B2

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