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

HRID 2079835ノート

反応式

HRID 2079835 の反応式
[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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ccbff108381a480baa16135ef652ed25
出典データセット
uspto-grants-2011_04
特許番号
US07932280B2

反応ノート

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