Nitrogen → 2-[4-(1,1-Difluoro-ethyl)-oxazol-2-ylmethyl]-2H-[1,2,3]triazol-4-ylamine

HRID 2040042노트

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HRID 2040042 반응식
N#N.[F:3][C:4]([C:7]1[N:8]=[C:9]([CH2:12][N:13]2[N:17]=[C:16]([N+:18]([O-])=O)[CH:15]=[N:14]2)[O:10][CH:11]=1)([F:6])[CH3:5].[NH4+].[Cl-]>CCO.O.[Fe]>[F:3][C:4]([C:7]1[N:8]=[C:9]([CH2:12][N:13]2[N:17]=[C:16]([NH2:18])[CH:15]=[N:14]2)[O:10][CH:11]=1)([F:6])[CH3:5]

참가 물질

7

반응물 3

HCID 947NitrogenHCID 25517Ammonium ChlorideHCID 671278572-[4-(1,1-difluoro-ethyl)-oxazol-2-ylmethyl]-4-nitro-2H-[1,2,3]triazole

생성물 1

HCID 671278932-[4-(1,1-Difluoro-ethyl)-oxazol-2-ylmethyl]-2H-[1,2,3]triazol-4-ylamine

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매

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온도
70 °C

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 2-[4-(1,1-difluoro-ethyl)-oxazol-2-ylmethyl]-4-nitro-2H-[1,2,3]triazole (130 mg, 0.50 mmol), iron powder (85 mg, 1.41 mmol) and NH4Cl (136 mg, 2.51 mmol) in a mixture of EtOH (2.0 mL) and water (1.0 mL) was stirred at 70° C. for 60 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (10 mL) was added followed by water (10 mL). The aq. layer was extracted with CH2Cl2 (2×10 mL) and the combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a yellow oil. LC-MS-conditions 05c: tR=0.47 min.

후처리

  1. filtrationThe reaction mixture was filtered while hot and
  2. concentrationconcentrated under reduced pressure
  3. additionCH2Cl2 (10 mL) was added
  4. extractionThe aq. layer was extracted with CH2Cl2 (2×10 mL)
  5. dry with materialextracts were dried over MgSO4
  6. filtrationfiltered
  7. customthe solvents were removed under reduced pressure

출처 및 근거

ORD 기록
ord-e472e53e60f3450da07b6f07123e53e0
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08580831B2

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