Benzyl Bromide → (S)-N,N-dimethyl 1-benzyl-3-piperidinecarboxamide

HRID 432832노트

반응식

HRID 432832 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]([O:16]CC)=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][N:20](C)[C:21]([C@H]1CCCNC1)=O.C(N(C(C)C)CC)(C)C.C(Br)C1C=CC=CC=1>>[CH3:19][N:20]([CH3:21])[C:14]([C@H:10]1[CH2:11][CH2:12][CH2:13][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:9]1)=[O:16]

참가 물질

5

반응물 4

HCID 7498Benzyl BromideHCID 81531DiisopropylethylamineHCID 2736370Ethyl 1-benzylpiperidine-3-carboxylateHCID 11469201(S)-N,N-dimethylpiperidine-3-carboxamide

생성물 1

HCID 53939102(S)-N,N-dimethyl 1-benzyl-3-piperidinecarboxamide

실험 절차

This reaction was run in the same manner as ethyl 1-benzyl-3-piperidinecarboxylate, starting with (S)-N,N-dimethyl-3-piperidinecarboxamide (275 mg; 1.76 mmol), diisopropylethylamine (310 μl; 1.78 mmol), and benzyl bromide (210 μl; 1.77 mmol). Crude product was purified by chromatography on silica eluting with 5% methanol/95% dichloromethane, giving (S)-N,N-dimethyl 1-benzyl-3-piperidinecarboxamide (322.2 mg) as a colorless oil. MS m/z (positive ion) 247 (MH+; 100).

후처리

  1. customCrude product was purified by chromatography on silica eluting with 5% methanol/95% dichloromethane

출처 및 근거

ORD 기록
ord-b43686dc6f464276995c3fc6fcfe36de
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664271B1

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