Diisopropylethylamine → HCID 59850135、化合物

HRID 2064158ノート

反応式

HRID 2064158 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 59850135HCID 59850135、化合物収率 81%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ab8be07128c34d5abc1c47b8a127617f
出典データセット
uspto-grants-2012_10
特許番号
US08288412B2

反応ノート

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