Triethylamine → 4-{4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-3-yl}bicyclo[2.2.2]octane-1-carbohydrazide

HRID 2079835노트

반응식

HRID 2079835 반응식
[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]([F:16])([F:15])[F:14])=[N:5][N:4]=[C:3]1[C:17]12[CH2:24][CH2:23][C:20]([C:25]([OH:27])=O)([CH2:21][CH2:22]1)[CH2:19][CH2:18]2.F[P-](F)(F)(F)(F)F.CN(C)C=[N+](C)C.C(N(CC)CC)C.[NH2:49][NH2:50]>CN(C=O)C>[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]([F:16])([F:15])[F:14])=[N:5][N:4]=[C:3]1[C:17]12[CH2:24][CH2:23][C:20]([C:25]([NH:49][NH2:50])=[O:27])([CH2:19][CH2:18]1)[CH2:21][CH2:22]2

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 9321HydrazineHCID 592555694-(4-Methyl-5-(2-(trifluoromethyl)phenyl)-4H-1,2,4-triazol-3-yl)bicyclo[2.2.2]octane-1-carboxylic acidHCID 866270241066-47-3

생성물 1

HCID 592555674-{4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-3-yl}bicyclo[2.2.2]octane-1-carbohydrazide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A portion of solid (4-{4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-3-yl}bicyclo[2.2.2]octane-1-carboxylic acid 1-D (2.0 g, 5.27 mmol) was dissolved in anhydrous DMF (30 ml) and treated with N,N,N′,N′-tetramethylformamidinium hexafluorophosphate (2.09 g, 7.91 mmol), triethyl amine (2.3 mL, 16.50 mmol), and hydrazine (0.50 mL, 15.93 mmol) at room temperature and a nitrogen atmosphere overnight. The solvent was removed in vacuo, and the residue was redissolved in methylene chloride (700 ml) and washed with saturated aqueous sodium bicarbonate, water, and brine. The product was dried over MgSO4 and the solvent removed to afford 13-A as a white powder. MS (ESI+)=394.13 (M+1).

후처리

  1. customa nitrogen atmosphere overnight
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue was redissolved in methylene chloride (700 ml)
  4. washwashed with saturated aqueous sodium bicarbonate, water, and brine
  5. dry with materialThe product was dried over MgSO4
  6. customthe solvent removed

출처 및 근거

ORD 기록
ord-ccbff108381a480baa16135ef652ed25
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932280B2

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