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Triethylamine → (R)-2-(prop-2-ynyl)-1,2-dihydropyrido[2,3-b]pyrazin-3(4H)-one

HRID 1432029
ノート
印刷プレビュー

反応式

HRID 1432029 の反応式
[N+:1]([C:4]1[C:9]([NH:10][C@H:11]([CH2:16][C:17]#[CH:18])[C:12](OC)=[O:13])=[CH:8][CH:7]=[CH:6][N:5]=1)([O-])=O.[NH4+].[Cl-].CCN(CC)CC>CO.[Fe]>[CH2:16]([C@@H:11]1[C:12](=[O:13])[NH:1][C:4]2[N:5]=[CH:6][CH:7]=[CH:8][C:9]=2[NH:10]1)[C:17]#[CH:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 86604879(R)-methyl 2-(2-nitropyridin-3-ylamino)pent-4-ynoate

生成物 1

HCID 86604880(R)-2-(prop-2-ynyl)-1,2-dihydropyrido[2,3-b]pyrazin-3(4H)-one

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 887Methanol溶媒

実験手順

A suspension of (R)-methyl 2-(2-nitropyridin-3-ylamino)pent-4-ynoate (220 mg, 0.883 mmol), iron (296 mg, 5.30 mmol) and NH4Cl in 10 mL of MeOH was heated to reflux for 4 h. After cooling to room temperature, 0.5 mL of NEt3 was added and the solution was stirred overnight. The solvent was evaporated and the residue was redissolved with EtOAc and filtered through a pad of silica gel. The filtrate was evaporated to dryness the title compound that was used directly in the next step.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 4 h
  3. customThe solvent was evaporated
  4. dissolutionthe residue was redissolved with EtOAc
  5. filtrationfiltered through a pad of silica gel
  6. customThe filtrate was evaporated to dryness the title compound that

出典と根拠

ORDレコード
ord-28fc1f21fe1742f498e9319eafd45948
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07612060B2

反応ノート

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