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 49621ノート

反応式

HRID 49621 の反応式
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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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]+

後処理

  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

出典と根拠

ORDレコード
ord-fb04fc42cc714df7ac36d1930873c9f9
出典データセット
uspto-grants-2004_03
特許番号
US06706878B2

反応ノート

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