Trifluoroacetic acid → 3-[(Piperidin-4-yl)amino]benzonitrile

HRID 883764

반응식

HRID 883764 반응식
[C:1]([C:3]1[CH:4]=[C:5]([NH:9][CH:10]2[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]2)[CH:6]=[CH:7][CH:8]=1)#[N:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:13]1[CH2:12][CH2:11][CH:10]([NH:9][C:5]2[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=2)[C:1]#[N:2])[CH2:15][CH2:14]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 252237961,1-Dimethylethyl 4-[(3-cyanophenyl)amino]-1-piperidinecarboxylate

생성물 1

HCID 252237973-[(Piperidin-4-yl)amino]benzonitrile수율 125.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 1,1-dimethylethyl 4-[(3-cyanophenyl)amino]-1-piperidinecarboxylate (D5) (750 mg, 2.43 mmol) in DCM (30 ml) was cooled in an ice bath and TFA (6 ml) was added. The reaction mixture was then stirred at room temperature for 1 h. The solvent was removed in vacuo and the residue loaded onto an Isolute SCX cartridge. Elution with MeOH (100 ml) followed by 2M NH3 in MeOH (100 ml) gave the title compound as a white solid (613 mg). δH (CDCl3, 250 MHz) 7.21 (2H, t), 6.93 (1H, m), 6.77 (2H, m), 3.78 (1H, m), 3.35 (1H, m), 3.14 (2H, m), 2.73 (2H, m), 2.06 (2H, m), 1.34 (2H, m). MS (ES): MH+ 202.

후처리

  1. customThe solvent was removed in vacuo
  2. washElution with MeOH (100 ml)

출처 및 근거

ORD 기록
ord-90cf636739a94777b71e82a1ef450b44
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08236953B2

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