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

HRID 2247284

反応式

HRID 2247284 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-eaa3025866ad4158889f5a385e1385c4
出典データセット
uspto-grants-2010_03
特許番号
US07687643B2

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