Boron tribromide → HCID 87364811、化合物

HRID 1850095ノート

反応式

HRID 1850095 の反応式
[F:1][C:2]([F:19])([F:18])[C:3]([N:5]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16]C)[CH2:6]1)=[O:4].B(Br)(Br)Br.C([O-])(O)=O.[Na+]>C(Cl)Cl>[F:19][C:2]([F:1])([F:18])[C:3]([N:5]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[OH:16])[CH2:6]1)=[O:4]

参加物

5

反応物 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 584046022,2,2-Trifluoro-1-[3-(2-methoxyphenyl)pyrrolidin-1-yl]ethan-1-one

生成物 1

HCID 87364811HCID 87364811、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To the title compound of Example 43 Step A (1.2 g, 4.4 mmol) in CH2Cl2 (15 mL) at 0° C. was added BBr3 (1M in CH2Cl2, 9.8 mL, 9.8 mmol). After warming to rt and allowing to stir for 18 h, sat'd NaHCO3 (aq.) was added slowly. The reaction was then extracted with CH2Cl2. The combined organic layers were dried and used in the next step without further purification. MS (ESI): mass calcd. for C12H12F3NO2, 259.2. m/z found, 260.1 [M+H]+. 1H NMR (CDCl3): 7.22-7.11 (m, 2H), 6.97-6.88 (m, 1H), 6.87-6.77 (m, 1H), 4.26-4.14 (m, 1H), 4.04-3.94 (m, 0.5H), 3.93-3.84 (m, 0.5H), 3.82-3.71 (m, 1H), 3.70-3.53 (m, 2H), 2.44-2.26 (m, 1.5H), 2.25-2.13 (m, 0.5H).

後処理

  1. extractionThe reaction was then extracted with CH2Cl2
  2. customThe combined organic layers were dried
  3. customused in the next step without further purification

出典と根拠

ORDレコード
ord-28987f04bb78457e9d969d103fffe296
出典データセット
uspto-grants-2015_02
特許番号
US08957059B2

反応ノート

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