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

HRID 1432029
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반응식

HRID 1432029 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 23925Iron촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-28fc1f21fe1742f498e9319eafd45948
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07612060B2

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