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Ammonium Hydroxide → Tert-butyl 4-(1-(2-aminonicotinoyl)isoquinolin-3-yl)piperazine-carboxylate

HRID 401503
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HRID 401503 반응식
F[C:2]1[N:32]=[CH:31][CH:30]=[CH:29][C:3]=1[C:4]([C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[C:8]([N:16]2[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]2)[N:7]=1)=[O:5].[OH-].[NH4+:34]>>[NH2:34][C:2]1[N:32]=[CH:31][CH:30]=[CH:29][C:3]=1[C:4]([C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[C:8]([N:16]2[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]2)[N:7]=1)=[O:5]
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참가 물질

3

반응물 2

HCID 14923Ammonium HydroxideHCID 57690626HCID 57690626, 화합물

생성물 1

HCID 57690535Tert-butyl 4-(1-(2-aminonicotinoyl)isoquinolin-3-yl)piperazine-carboxylate수율 76%

반응 조건

온도
120 °C

실험 절차

A microwave vial was charged with tert-butyl 4-(1-(2-fluoronicotinoyl)isoquinolin-3-yl)piperazine-1-carboxylate (8 mg, 0.018 mmol) and a saturated aqueous solution of ammonium hydroxide (3 ml). The reaction mixture was heated under microwave irradiation at 120° C. for 30 minutes. The mixture was cooled down to room temperature, partitioned between ethyl acetate and water. The organic phase was dried over magnesium sulfate, filtered and evaporated to dryness. The residue was purified on silica gel by flash column chromatography to afford the title compound as a yellow solid (6 mg, 76% yield).

후처리

  1. temperatureThe mixture was cooled down to room temperature
  2. custompartitioned between ethyl acetate and water
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customThe residue was purified on silica gel by flash column chromatography

출처 및 근거

ORD 기록
ord-dac077a46e4645519993e3eea3377b40
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08741931B2

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