Triethylamine → HCID 86666961, 화합물

HRID 571714노트

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HRID 571714 반응식
[CH3:1][C@@H:2]1[CH2:7][NH:6][CH2:5][C@H:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:3]1.Cl[C:17]1[N:22]=[CH:21][N:20]=[C:19]2[N:23]([CH2:26][O:27][CH2:28][CH2:29][Si:30]([CH3:33])([CH3:32])[CH3:31])[N:24]=[CH:25][C:18]=12.CCN(CC)CC>CN(C=O)C.O>[CH3:1][C@@H:2]1[CH2:7][N:6]([C:17]2[N:22]=[CH:21][N:20]=[C:19]3[N:23]([CH2:26][O:27][CH2:28][CH2:29][Si:30]([CH3:33])([CH3:32])[CH3:31])[N:24]=[CH:25][C:18]=23)[CH2:5][C@H:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:3]1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 57538111HCID 57538111, 화합물HCID 58386822cis-3-(Boc-amino)-5-methylpiperidine

생성물 1

HCID 86666961HCID 86666961, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

A mixture of tert-butyl (3R,5S)-5-methylpiperidin-3-ylcarbamate (150 mg, 0.7 mmol), 4-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-d]pyrimidine (200 mg, 0.7 mmol) and Et3N (195 μL, 1.4 mmol) in DMF (5 mL) was heated at 80° C. for 16 h. The solution was cooled, diluted with water, extracted with EtOAc, washed with aq. citric acid and aq. NaHCO3, dried (Na2SO4), filtered, and concentrated in vacuo to afford a residue, which was purified by column chromatography (silica gel, gradient EtOAc in hexanes).

후처리

  1. temperatureThe solution was cooled
  2. extractionextracted with EtOAc
  3. washwashed with aq. citric acid and aq. NaHCO3
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto afford a residue, which
  8. customwas purified by column chromatography (silica gel, gradient EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-6dbb325c95da44bb9b93831e42d743c1
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029359B2

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