4-azido-3,4-dihydro-2H-pyrano[2,3-b]pyridine → 3,4-Dihydro-2H-pyrano[2,3-B]pyridin-4-amine

HRID 1363177ノート

反応式

HRID 1363177 の反応式
[N:1]([CH:4]1[C:13]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[O:7][CH2:6][CH2:5]1)=[N+]=[N-]>CO.[Pd]>[O:7]1[C:8]2=[N:9][CH:10]=[CH:11][CH:12]=[C:13]2[CH:4]([NH2:1])[CH2:5][CH2:6]1

参加物

4

反応物 1

HCID 598465164-azido-3,4-dihydro-2H-pyrano[2,3-b]pyridine

生成物 1

HCID 598463753,4-Dihydro-2H-pyrano[2,3-B]pyridin-4-amine収率 97.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A catalytic amount of Pd/C (9 mg) was added to a solution of 4-azido-3,4-dihydro-2H-pyrano[2,3-b]pyridine (88 mg) in MeOH (5 mL). The flask closed with a septum, evacuated under house vacuum and hydrogen added via balloon. The resulting suspension was stirred at RT for 60 min, when the H2 balloon was removed, the mixture evacuated and filtered through a plug of celite, that was thoroughly rinsed with MeOH. Removal of the solvents gave the titled compound (73 mg), NMR CDCl3 1H δ 8.1 (dd, 1H), 7.7 (dd, 1H), 6.9 (dd, 1H), 4.5-4.3 (m, 2H), 4.1 (dd, 1H), 2.2 (m, 1H), 1.9 (m, 1H), 1.6 (br s, 2H); MH+=151.

後処理

  1. customThe flask closed with a septum
  2. customevacuated under house vacuum and hydrogen
  3. additionadded via balloon
  4. customwhen the H2 balloon was removed
  5. customthe mixture evacuated
  6. filtrationfiltered through a plug of celite, that
  7. washwas thoroughly rinsed with MeOH
  8. customRemoval of the solvents

出典と根拠

ORDレコード
ord-a586cc6e393d43a7a2bf26dc3ee292de
出典データセット
uspto-grants-2011_02
特許番号
US07884109B2

反応ノート

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