반응식
C(N(CC)CC)C.[C:8]([C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([OH:15])=O)#[N:9].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[Cl:40][C:41]1[CH:62]=[CH:61][C:44]([CH2:45][N:46]2[CH2:51][CH2:50][CH:49]([CH2:52][NH:53][C:54](=[O:60])[C@H:55]([CH:57]([CH3:59])[CH3:58])[NH2:56])[CH2:48][CH2:47]2)=[CH:43][CH:42]=1>ClCCl>[Cl:40][C:41]1[CH:62]=[CH:61][C:44]([CH2:45][N:46]2[CH2:47][CH2:48][CH:49]([CH2:52][NH:53][C:54](=[O:60])[C@H:55]([CH:57]([CH3:59])[CH3:58])[NH:56][C:13](=[O:15])[C:12]3[CH:16]=[CH:17][CH:18]=[C:10]([C:8]#[N:9])[CH:11]=3)[CH2:50][CH2:51]2)=[CH:43][CH:42]=1참가 물질
반응 조건
- 온도
- 25 °C
실험 절차
Triethylamine (0.011 mL, 0.077 mmol), m-cyanobenzoic acid (28 mg, 0.071 mmol), EDCI (13 mg, 0.065 mmol) and HOBt (9 mg, 0.065 mmol) were added to a dichloromethane (0.60 mL) solution of 1-(4-chlorobenzyl)-4-[(valylamino)methyl]piperidine (20 mg, 0.059 mmol). The resulting reaction mixture was stirred at 25° C. for 16 hours, and the obtained solution was diluted with dichloromethane (0.75 mL), washed with a 2 M aqueous solution of NaOH (0.75 mL×2) and dried by filtration through a PTFE membrane. The dried solution was concentrated to thereby afford 1-(4-chlorobenzyl)-4-[[N-(3-cyanobenzoyl)valyl]aminomethyl]piperidine (Compd. No. 619) (24.2 mg, 88%). Further purification was not required for the resulting compound. The purity was determined by RPLC/MS (85%). ESI/MS m/e 467 (M++H, C26H31ClN4O2).
후처리
- customThe resulting reaction mixture
- washwashed with a 2 M aqueous solution of NaOH (0.75 mL×2)
- dry with materialdried by filtration through a PTFE membrane
- concentrationThe dried solution was concentrated to thereby afford 1-(4-chlorobenzyl)-4-[[N-(3-cyanobenzoyl)valyl]aminomethyl]piperidine (Compd. No
- customFurther purification
출처 및 근거
- ORD 기록
- ord-9118149ce9c1418c94ac761cef4a7bdc
- 출처 데이터셋
- uspto-grants-2008_06
- 특허 번호
- US07390830B1
연결된 노트
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