Acetyl trifluoroacetate → 2-Azatricyclo[3.3.1.13,7]decane-5-carboxamide

HRID 623984ノート

反応式

HRID 623984 の反応式
[C:1]([C:4]12[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:12][CH:6]([N:7]3C(OC(C)(C)C)=O)[CH2:5]1)[CH2:11]2)(=[O:3])[NH2:2].C(OC(=O)C(F)(F)F)(=O)C>C(Cl)Cl>[CH:6]12[CH2:5][C:4]3([C:1]([NH2:2])=[O:3])[CH2:11][CH:10]([CH2:9][CH:8]([CH2:13]3)[NH:7]1)[CH2:12]2

参加物

4

反応物 2

HCID 12752924Acetyl trifluoroacetateHCID 89715036Tert-butyl 5-carbamoyl-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate

生成物 1

HCID 897152042-Azatricyclo[3.3.1.13,7]decane-5-carboxamide収率 90%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a 100 mL RB flask fitted with magnetic stirrer was charged tert-butyl 5-carbamoyl-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate, Intermediate-11 (0.1 g, 0.0357 mmol) in DCM (5 mL). The reaction mixture was cooled to 0° C. and trifluoroacetic acetic anhydride (0.21 g, 0.17 mmol) was added and stirred for 4 hours. After completion of the reaction (reaction was monitored by LCMS) reaction mixture was concentrated followed by trituration with mixture of hexane:ether (1:1) to give Intermediate-12 (0.09 g, yield=90%).

後処理

  1. customTo a 100 mL RB flask fitted with magnetic stirrer
  2. customAfter completion of the reaction (reaction was monitored by LCMS) reaction mixture
  3. concentrationwas concentrated
  4. additionfollowed by trituration with mixture of hexane:ether (1:1)
  5. customto give Intermediate-12 (0.09 g, yield=90%)

出典と根拠

ORDレコード
ord-8335c254284d4d54b47d7308448371f4
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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