4'-chlorospiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[3,2-c]pyridine] → Spiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[3,2-c]pyrdine]

HRID 49621노트

반응식

HRID 49621 반응식
Cl[C:2]1[C:7]2[CH2:8][C:9]3([CH:15]4[CH2:16][CH2:17][N:12]([CH2:13][CH2:14]4)[CH2:11]3)[O:10][C:6]=2[CH:5]=[CH:4][N:3]=1>CO.[Pd]>[O:10]1[C:6]2[CH:5]=[CH:4][N:3]=[CH:2][C:7]=2[CH2:8][C:9]21[CH:15]1[CH2:14][CH2:13][N:12]([CH2:17][CH2:16]1)[CH2:11]2

참가 물질

4

반응물 1

HCID 220458694'-chlorospiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[3,2-c]pyridine]

생성물 1

HCID 22045857Spiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[3,2-c]pyrdine]수율 104%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

The 4′-chlorospiro[1-azabicyclo[2.2.2]octane-3,2′(3′H)-furo[3,2-c]pyridine] (125 mg or 5.0 mmol) from Example 33 was dissolved in 50 mL of anhydrous methanol, and 25 mg of 10% palladium on carbon was added. The bottle was placed on the Parr apparatus under hydrogen atmosphere and shaken for 2.5 hours. The Pd/C was removed by filtration and washed with methanol. The solvent was removed in vacuo and the residue was taken up in chloroform and methanol and transferred to a vial. The solvent was removed in vacuo and chased with two portions of ether. After drying with high vacuum obtained 112 mg of off-white powder (104% with residual solvent.) Electrospray MS 217 [MH]+

후처리

  1. customThe Pd/C was removed by filtration
  2. washwashed with methanol
  3. customThe solvent was removed in vacuo
  4. customThe solvent was removed in vacuo and chased with two portions of ether
  5. customAfter drying with high vacuum

출처 및 근거

ORD 기록
ord-fb04fc42cc714df7ac36d1930873c9f9
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706878B2

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