1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-((N-benzoylleucyl)aminomethyl)-1-(4-chlorobenzyl)pyrrolidine

HRID 1280974

반응식

HRID 1280974 반응식
[NH2:1][CH2:2][CH:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1.[C:16]([NH:24][C@H:25]([C:30](O)=[O:31])[CH2:26][CH:27]([CH3:29])[CH3:28])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1>C(Cl)(Cl)Cl.C(Cl)Cl.CCN(CC)CC>[C:16]([NH:24][C@H:25]([C:30]([NH:1][CH2:2][CH:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][C:9]1[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=1)=[O:31])[CH2:26][CH:27]([CH3:28])[CH3:29])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

8

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 853887Benzoyl-L-leucineHCID 147090362-(Aminomethyl)-1-(4-chlorobenzyl)pyrrolidine

생성물 1

HCID 536394292-((N-benzoylleucyl)aminomethyl)-1-(4-chlorobenzyl)pyrrolidine

시약·촉매·용매 3

HCID 6212Chloroform용매HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

반응 조건

온도
25 °C

실험 절차

A solution of 2-(aminomethyl)-1-(4-chlorobenzyl)pyrrolidine (22.5 mg, 0.10 mmol) and dl-benzoylleucine (0.12 mmol) in CHCl3 (1 mL) was treated with EDCI (23 mg), HOBt (16.2 mg) and Et3N (15.2 μL), and stirred at 25° C. for 16 h. The reaction mixture was diluted with CH2Cl2 (0.5 mL), washed with 2 N aqueous NaOH solution (2×0.75 mL), dried by filtration through a PTFE membrane and concentrated to afford 2-{(N-benzoylleucyl)aminomethyl}-1-(4-chlorobenzyl)pyrrolidine (compound No. 344) (74 mg, quant): The purity was determined by RPLC/MS (85%); ESI/MS m/e 442 (M++H, C25H32ClN3O2).

후처리

  1. washwashed with 2 N aqueous NaOH solution (2×0.75 mL)
  2. dry with materialdried by filtration through a PTFE membrane
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8a0de64a23794320bf34e4ed8f6f384a
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06451842B1

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