3-Amino-1-propanol → HCID 59444621、化合物

HRID 603477ノート

反応式

HRID 603477 の反応式
Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH3:19])=[CH:14][CH:13]=2)[N:3]=1.[NH2:20][CH2:21][CH2:22][CH2:23][OH:24]>CC#N.C(O)(C(F)(F)F)=O>[CH2:18]([C:15]1[CH:16]=[CH:17][C:12]([C:4]2[N:3]=[C:2]([NH:20][CH2:21][CH2:22][CH2:23][OH:24])[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=2)=[CH:13][CH:14]=1)[CH3:19]

参加物

5

反応物 2

HCID 90863-Amino-1-propanolHCID 593004782-Chloro-6-(4-ethylphenyl)-3-(trifluoromethyl)pyridine

生成物 1

HCID 59444621HCID 59444621、化合物収率 52%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

To a solution of 2-chloro-6-(4-ethylphenyl)-3-(trifluoromethyl)pyridine (Example 315, 0.36 g, 1.25 mmol) and 3-amino-1-propanol (0.38 g, 5.00 mmol) in CH3CN (2 mL), TFA (0.5 mL) was added. The mixture was stirred at reflux for 18 h, and then concentrated under reduced pressure. The product (0.21 g, 52%) was isolated after silica gel flash chromatography (2:1 hexanes/EtOAc). 1H NMR (400 MHz, CD3OD) δ 7.95 (d, 2H), 7.72 (d, 1H), 7.27 (d, 2H), 7.10 (d, 1H), 3.72 (t, 2H), 3.66 (t, 2H), 2.69 (q, 2H), 1.90 (q, 2H), 1.27 (t, 3H).

後処理

  1. temperatureat reflux for 18 h
  2. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-9a200002c2df4e07b2ab04284d15aa2a
出典データセット
uspto-grants-2011_03
特許番号
US07906653B2

反応ノート

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