Trifluoroacetic acid → 2-Azatricyclo[3.3.1.13,7]decane-5-carbonitrile

HRID 623986ノート

反応式

HRID 623986 の反応式
[C:1]([C:3]12[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([N:6]3C(OC(C)(C)C)=O)[CH2:4]1)[CH2:10]2)#[N:2].FC(F)(F)C(O)=O>C(Cl)Cl>[CH:7]12[CH2:12][C:3]3([C:1]#[N:2])[CH2:10][CH:9]([CH2:11][CH:5]([CH2:4]3)[NH:6]1)[CH2:8]2

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 89723177Tert-butyl 5-cyano-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate

生成物 1

HCID 1180731962-Azatricyclo[3.3.1.13,7]decane-5-carbonitrile収率 97%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A 50 mL RB flask fitted with magnetic stirrer was charged with tert-butyl 5-cyano-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate, Intermediate-13 (0.5 g, 1.98 mmol) in DCM (5 mL). Then reaction mixture was cooled to 0° C. and trifluoroacetic acid (1.1 g, 9.54 mmol) was added and stirred for 4 hours. After completion of the reaction (reaction was monitored by LCMS) the reaction mixture was concentrated followed by the process of trituration with mixture of hexane:ether (1:1) to give Intermediate-14 (0.5 g, yield=97%).

後処理

  1. customA 50 mL RB flask fitted with magnetic stirrer
  2. customThen reaction mixture
  3. customAfter completion of the reaction (reaction was monitored by LCMS) the reaction mixture
  4. concentrationwas concentrated
  5. additionfollowed by the process of trituration with mixture of hexane:ether (1:1)
  6. customto give Intermediate-14 (0.5 g, yield=97%)

出典と根拠

ORDレコード
ord-686783ade78747358f75985f8a3760f0
出典データセット
uspto-grants-2016_04
特許番号
US09303016B2

反応ノート

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