Triethylamine → HCID 24805217, 화합물

HRID 1927798노트

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HRID 1927798 반응식
C(O[C:6]([N:8]([CH2:13][C:14]([N:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[C:21]#[N:22])=[O:15])[CH2:9][CH:10]([CH3:12])[CH3:11])=[O:7])(C)(C)C.C(N(CC)CC)C.C(Cl)(=O)[C:31]1[C:32]([O:37][CH3:38])=[CH:33][CH:34]=[CH:35][CH:36]=1>FC(F)(F)C(O)=O>[CH3:38][O:37][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=1[C:6]([N:8]([CH2:13][C:14]([N:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[C:21]#[N:22])=[O:15])[CH2:9][CH:10]([CH3:11])[CH3:12])=[O:7]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 889692-Methoxybenzoyl chlorideHCID 68711938HCID 68711938, 화합물

생성물 1

HCID 24805217HCID 24805217, 화합물수율 66%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

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온도
0 °C

실험 절차

(2S)-1-(2-(N-tert-Butyloxycarbonyl-N-(2-methylpropyl)amino)acetyl)pyrrolidine-2-carbonitrile (25 mg, 0.081 mmol) was treated with trifluoroacetic acid (50 ml). After 1 h at room temperature the solvent was removed in vacuo and the residue dissolved in CH2Cl2 (100 ml). The solution was cooled to 0° C., triethylamine (30 mg, 0.3 mmol) was added followed by 2-anisoyl chloride (15 mg, 0.088 mmol). After 18 h at 0° C. to room temperature the solvent was removed in vacuo and the residue dissolved in ethyl acetate (200 ml). This solution was washed with 0.3M KHSO4, sat. NaHCO3, water and brine, dried (Na2SO4) and evaporated in vacuo. The residue was purified by flash chromatography (eluant: 2% methanol, 98% chloroform) to give a colourless oil identified as the title compound (18 mg, 0.052 mmol, 66%).

후처리

  1. customAfter 1 h at room temperature the solvent was removed in vacuo
  2. dissolutionthe residue dissolved in CH2Cl2 (100 ml)
  3. customAfter 18 h at 0° C. to room temperature the solvent was removed in vacuo
  4. dissolutionthe residue dissolved in ethyl acetate (200 ml)
  5. washThis solution was washed with 0.3M KHSO4, sat. NaHCO3, water and brine
  6. dry with materialdried (Na2SO4)
  7. customevaporated in vacuo
  8. customThe residue was purified by flash chromatography (eluant: 2% methanol, 98% chloroform)
  9. customto give a colourless oil

출처 및 근거

ORD 기록
ord-1d9f13dff1094bde955b4b8d65eaf446
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183280B2

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