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

HRID 623986노트

반응식

HRID 623986 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-686783ade78747358f75985f8a3760f0
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303016B2

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