Diisopropylethylamine → HCID 59850135, 화합물

HRID 2064158노트

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HRID 2064158 반응식
[Br:1][C:2]1[CH:7]=[C:6](F)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].C(N(C(C)C)CC)(C)C.Cl.Cl.[O:27]1[CH2:32][CH2:31][CH:30]([N:33]2[CH2:38][CH2:37][CH:36]([NH2:39])[CH2:35][CH2:34]2)[CH2:29][CH2:28]1>CN(C)C=O>[Br:1][C:2]1[C:3]([C:12]([F:15])([F:14])[F:13])=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH:39][CH:36]2[CH2:35][CH2:34][N:33]([CH:30]3[CH2:31][CH2:32][O:27][CH2:28][CH2:29]3)[CH2:38][CH2:37]2)[CH:7]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 451567511-(Oxan-4-yl)piperidin-4-amine dihydrochlorideHCID 594197851-Bromo-5-fluoro-4-nitro-2-(trifluoromethyl)benzene

생성물 1

HCID 59850135HCID 59850135, 화합물수율 81%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

A stirred solution of 1-bromo-5-fluoro-4-nitro-2-(trifluoromethyl)benzene (D53) (0.30 g, 1.04 mmole) in dimethylformamide (5 ml) at room temperature under argon was treated with diisopropylethylamine (0.59 ml, 3.3 mmole) and 1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine dihydrochloride (D40) (0.28 g, 1.1 mmole) and heated at 70° C. for 1 hr. The mixture was concentrated under vacuum and the residue treated with 10% Na2CO3 solution and extracted with ethyl acetate. The extract was dried and concentrated under vacuum to leave an orange solid which was purified by chromatography on silica gel eluting with 0-20% methanol/ethyl acetate to afford the title compound as a bright yellow solid (0.38 g, 81%). MH+=452, 454.

후처리

  1. concentrationThe mixture was concentrated under vacuum
  2. additionthe residue treated with 10% Na2CO3 solution
  3. extractionextracted with ethyl acetate
  4. customThe extract was dried
  5. concentrationconcentrated under vacuum
  6. customto leave an orange solid which
  7. customwas purified by chromatography on silica gel eluting with 0-20% methanol/ethyl acetate

출처 및 근거

ORD 기록
ord-ab8be07128c34d5abc1c47b8a127617f
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288412B2

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