Trifluoroacetic acid → HCID 71279749、化合物

HRID 246162ノート

反応式

HRID 246162 の反応式
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([C:14]#[N:15])[CH2:9]1)(C)(C)C.[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20]>ClCCl>[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20].[NH2:7][C@@H:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([C:14]#[N:15])[CH2:9]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 71279909HCID 71279909、化合物

生成物 1

HCID 71279749HCID 71279749、化合物収率 142.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In a 25 mL round-bottomed flask, cis-(3-cyano-cyclohexyl)-carbamic acid tert-butyl ester (212 mg, 0.945 mmol) was combined with dichloromethane (3 ml) to give a colorless solution. Trifluoroacetic acid (0.9 mL, 11.7 mmol) was added to give a yellow solution which was stirred at room temperature for 1.5 h. The reaction mixture was then concentrated under reduced pressure. The residue was azeotroped with toluene to afford 321 mg of cis-3-aminocyclohexanecarbonitrile trifluoroacetate as a crude solid that was taken to the next step without purification. 1H NMR (300 MHz, DMSO-d6) δ: 7.96 (br. s., 3H), 2.93-3.14 (m, 1H), 2.87 (tt, J=12.2, 3.5 Hz, 1H), 2.22 (d, J=12.1 Hz, 1H), 1.96 (d, J=10.2 Hz, 1H), 1.87 (d, J=11.3 Hz, 1H), 1.68-1.81 (m, 1H), 1.49 (q, J=12.1 Hz, 1H), 1.18-1.41 (m, 3H).

後処理

  1. customto give a colorless solution
  2. customto give a yellow solution which
  3. concentrationThe reaction mixture was then concentrated under reduced pressure
  4. customThe residue was azeotroped with toluene

出典と根拠

ORDレコード
ord-82586e0cc5994bbdad5c4661f240ac64
出典データセット
uspto-grants-2014_02
特許番号
US08658646B2

反応ノート

読み込み中…