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

HRID 623984노트

반응식

HRID 623984 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-8335c254284d4d54b47d7308448371f4
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303016B2

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