Triphenylphosphine → 4-[2,2,2-Trifluoro-1-(2-piperidin-1-yl-ethoxy)-1-trifluoromethyl-ethyl]-phenylamine

HRID 238525노트

반응식

HRID 238525 반응식
CCOC(/N=N/C(O[CH2:11][CH3:12])=O)=O.[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]([OH:29])([C:25]([F:28])([F:27])[F:26])[C:21]([F:24])([F:23])[F:22])=[CH:16][CH:15]=1.[NH:30]1[CH2:35][CH2:34][CH2:33][CH2:32][CH:31]1C(O)C.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1>[F:28][C:25]([F:26])([F:27])[C:20]([C:17]1[CH:16]=[CH:15][C:14]([NH2:13])=[CH:19][CH:18]=1)([O:29][CH2:34][CH2:35][N:30]1[CH2:12][CH2:11][CH2:33][CH2:32][CH2:31]1)[C:21]([F:22])([F:23])[F:24]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 3356821-(Piperidin-2-yl)ethan-1-olHCID 5778012-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-olHCID 5462977Diethyl azodicarboxylate

생성물 1

HCID 222493264-[2,2,2-Trifluoro-1-(2-piperidin-1-yl-ethoxy)-1-trifluoromethyl-ethyl]-phenylamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

DEAD (366 mg, 2.1 mmol) was added drop-wise to the solution of 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (520 mg, 2 mmol), 2-piperidylethan-1-ol (260 mg, 2 mmol) and PPh3 (550 mg, 2.1 mmol) in THF (10 mL). The mixture was stirred for 2 h. The reaction was partitioned between EtOAc and aqueous NaHCO3 solution and the organic phase was washed with brine. After concentrated in vacuo, the organic residue was purified by flash chromatography on silica to give the title intermediate.

후처리

  1. customThe reaction was partitioned between EtOAc and aqueous NaHCO3 solution
  2. washthe organic phase was washed with brine
  3. concentrationAfter concentrated in vacuo
  4. customthe organic residue was purified by flash chromatography on silica

출처 및 근거

ORD 기록
ord-53fdf24799a0439092d848a7f10045be
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642624B2

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